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Ferrocene‐Diketopyrrolopyrrole Chromophores: Design, Properties, and Multifunctional Applications 二茂铁-二酮吡咯-二酮吡咯发色团：设计、性质和多功能应用
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70354
Yuvraj Patil
{"title":"Ferrocene‐Diketopyrrolopyrrole Chromophores: Design, Properties, and Multifunctional Applications","authors":"Yuvraj Patil","doi":"10.1002/ajoc.70354","DOIUrl":"10.1002/ajoc.70354","url":null,"abstract":"<div><div>The unique redox behavior and excellent stability of ferrocene when incorporated into the diketopyrrolopyrrole (DPP) dye have made a fascinating class of multifunctional materials. This review provides a detailed overview of the developments in ferrocene‐DPP‐based organometallic chromophores, focusing on their design, synthesis, and optoelectronic properties. We also discuss their use in light‐harvesting systems, solar cells, nonlinear optics (NLO), and photothermal cancer therapy, as well as the newer application in artificial nociceptors. Ferrocene‐DPP complexes show strong and broad visible to near‐infrared (NIR) absorption with high molar extinction coefficients and exceptional thermal stability, making them very useful for advanced optoelectronic devices. Beyond their standard electronic applications, we highlight their performance as non‐fullerene acceptors in organic solar cells (OSCs). Finally, we provide an overview of the current key challenges and future research directions in the development of the ferrocene‐DPP field.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70354"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147563234","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Cascade Construction of Diverse Thiazoloindoles via the Generation of New Indole Skeletons Under Microwave Irradiation 微波辐射下噻唑吲哚骨架的级联构建
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70361
Jiahong Wang , Guanghua Wei , Hao Shen , Chunmei Li , Furen Zhang
{"title":"Cascade Construction of Diverse Thiazoloindoles via the Generation of New Indole Skeletons Under Microwave Irradiation","authors":"Jiahong Wang ,&nbsp;Guanghua Wei ,&nbsp;Hao Shen ,&nbsp;Chunmei Li ,&nbsp;Furen Zhang","doi":"10.1002/ajoc.70361","DOIUrl":"10.1002/ajoc.70361","url":null,"abstract":"<div><div>A highly efficient method has been developed for synthesizing various substituted 2‐methyl‐7‐aryl‐6<em>H</em>‐thiazoloindole derivatives through a microwave‐assisted cascade process involving 2‐methylbenzo[<em>d</em>]thiazol‐5‐amine or 2‐methylbenzo[<em>d</em>]thiazol‐6‐amine, 2,2‐dihydroxy‐1‐arylethan‐1‐one, and 1,3‐dicarbonyl compounds or their analogs. Notably, this three‐component transformation offers several advantages, including short reaction times, wide substrate tolerance, and the absence of harmful byproducts, delivering the target compounds in moderate to good yields.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70361"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147563237","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Molecular Engineering of Electrochromic/Electrofluorochromic Dual‐Functional Materials:Excited‐State Restructuring and Property Modulation Strategies 电致变色/电致荧光双功能材料的分子工程：激发态重组和性质调制策略
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70368
Chengyi Kang , Kexin Zhao , Ziyi Zhang , Quan Liu , Huiping Dai , Shengrui Zhang , Qin Wang
{"title":"Molecular Engineering of Electrochromic/Electrofluorochromic Dual‐Functional Materials:Excited‐State Restructuring and Property Modulation Strategies","authors":"Chengyi Kang ,&nbsp;Kexin Zhao ,&nbsp;Ziyi Zhang ,&nbsp;Quan Liu ,&nbsp;Huiping Dai ,&nbsp;Shengrui Zhang ,&nbsp;Qin Wang","doi":"10.1002/ajoc.70368","DOIUrl":"10.1002/ajoc.70368","url":null,"abstract":"<div><div>Electrochromic (EC) and electrofluorochromic (EFC) dual‐functional materials enable dynamic multi‐wavelength optical modulation and controllable fluorescence output through external field‐induced excited‐state restructuring mechanisms, demonstrating significant potential for smart optical devices. This review systematically examines advances over the past five years in the molecular design of EC/EFC materials, discusses their underlying principles and design strategies, and analyzes structure‐property relationships governing performance. Representative molecular architectures and their applications in smart windows and multi‐level anti‐counterfeiting tags are highlighted. Finally, strategies for enhancing dual‐functional material performance are summarized, providing critical insights to guide the rational design of next‐generation EC/EFC systems.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70368"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147612058","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
The Mechanism of Pyrazoles Formation From Arylaldazines and Arylacetylenes in the NaOBut/DMSO Superbasic Medium: A Quantum‐Chemical Study 芳醛dazines和芳乙炔在NaOBut/DMSO超碱性介质中生成吡唑的机理：量子化学研究
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70364
Vladimir B. Orel , Grigoriy R. Gnatovskiy , Nadezhda M. Vitkovskaya , Ivan A. Bidusenko
{"title":"The Mechanism of Pyrazoles Formation From Arylaldazines and Arylacetylenes in the NaOBut/DMSO Superbasic Medium: A Quantum‐Chemical Study","authors":"Vladimir B. Orel ,&nbsp;Grigoriy R. Gnatovskiy ,&nbsp;Nadezhda M. Vitkovskaya ,&nbsp;Ivan A. Bidusenko","doi":"10.1002/ajoc.70364","DOIUrl":"10.1002/ajoc.70364","url":null,"abstract":"<div><div>The assembly mechanism of the target 4‐benzylpyrazole and side 1‐benzylpyrazole from phenylacetylene and phenylaldazine in NaOBu<sup>t</sup>/DMSO superbasic media, as well as other possible side reactions, has been studied using a quantum chemical B2PLYP‐D2/6‐311+G**//B3LYP/6‐31+G* approach. It was found that the key reaction stages determining the selectivity of pyrazole formation are competing isomerizations of the <em>N</em>‐propargylhydrazone anion: (i) conformational, (ii) propyne‐allene, and (iii) hydrazone‐diazene. Isomerizations (i) and (ii) with close barriers lead to the formation of 4‐benzylpyrazole, both in the presence of the free <sup>−</sup>OBu<sup>t</sup> anion and the NaOBu<sup>t</sup>·4DMSO complex. The formation of the by‐product 1‐benzylpyrazole occurs via isomerization (iii), which, in the presence of only the <sup>−</sup>OBu<sup>t</sup> anion, has a significantly higher barrier than isomerizations (i) and (ii). However, in the presence of the NaOBu<sup>t</sup>·4DMSO complex, the difference in activation barriers is reduced and better corresponds to the ratio of 4‐ and 1‐benzylpyrazoles observed in the experiment. It was shown that the system also undergoes side reactions, which occur with activation barriers similar to or lower than the rate‐determining barrier for the formation of 4‐benzylpyrazole. This explains the moderate yields of the target 4‐benzylpyrazole, as well as the need for dropwise introduction of phenylaldazine.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70364"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147612617","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Metal‐Free Cleavage of C(sp3)─C(sp3) Bonds for α‐Acyloxy Ethers With Iodine (III) as Co‐Oxidant and Coupling Reagent 以碘（III）作为Co -氧化剂和偶联剂的α -酰基醚中C（sp3）─C（sp3）键的无金属解理
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70365
Chunmei Tang , Xueying Zhang , Shuxin Wang , Jiaping Zhang , Xinyu Zhang , Li Guo , Xiaobao Shen , Hongbin Zhai , Fufang Wu
{"title":"Metal‐Free Cleavage of C(sp3)─C(sp3) Bonds for α‐Acyloxy Ethers With Iodine (III) as Co‐Oxidant and Coupling Reagent","authors":"Chunmei Tang ,&nbsp;Xueying Zhang ,&nbsp;Shuxin Wang ,&nbsp;Jiaping Zhang ,&nbsp;Xinyu Zhang ,&nbsp;Li Guo ,&nbsp;Xiaobao Shen ,&nbsp;Hongbin Zhai ,&nbsp;Fufang Wu","doi":"10.1002/ajoc.70365","DOIUrl":"10.1002/ajoc.70365","url":null,"abstract":"<div><div>A metal‐free selective cleavage of saturated C(sp<sup>3</sup>)─C(sp<sup>3</sup>) bonds in glycol ethers mediated by free radicals is reported. This process utilizes O<sub>2</sub> as the terminal stoichiometric oxidant, hypervalent iodine(III) reagents as the co‐oxidants, and coupling reagents. This reaction avoids the use of metal catalysts and azides (for preparing BIN<sub>3</sub>), and the iodine reagent is suitable for long‐term storage. Under the synergistic action of hypervalent iodine(III) reagents and O<sub>2</sub>, various types of cyclic and linear alkyl ethers can be efficiently transformed into benzoylated acetals and aldehydes. The control experiments and mechanistic studies offer a plausible mechanism explanation for this process of cleavage of C(sp<sup>3</sup>)─C(sp<sup>3</sup>) bonds.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70365"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147612618","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Access to Benzo[a]fluoren‐5‐ones via Photoinduced Cyclization of 1,7‐Enynes Under Photocatalyst and Additive‐Free Conditions 在光催化剂和无添加剂条件下，1,7 -炔光诱导环化制备苯并[a]芴- 5 -酮
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70376
Zhichao Chen , Zhiyong Jiang , Xiaoyun Guo , Xiaolan Xie
{"title":"Access to Benzo[a]fluoren‐5‐ones via Photoinduced Cyclization of 1,7‐Enynes Under Photocatalyst and Additive‐Free Conditions","authors":"Zhichao Chen ,&nbsp;Zhiyong Jiang ,&nbsp;Xiaoyun Guo ,&nbsp;Xiaolan Xie","doi":"10.1002/ajoc.70376","DOIUrl":"10.1002/ajoc.70376","url":null,"abstract":"<div><div>A visible‐light‐initiated sulfonylation/cyclization of 1,7‐enynes with sulfonyl chlorides under photocatalyst and additive‐free conditions was developed. Furthermore, sunlight serves as a viable light source for facilitating this reaction. This protocol is green and features a broad substrate scope. The mechanistic studies indicated that a sulfonyl radical pathway was involved in this process.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70376"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147612768","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Disulfides Using Basic Oxidizing Agent NaOH/Formamide With 5‐Amino‐4‐thiocyanatopyrazoles 碱性氧化剂氢氧化钠/甲酰胺与5-氨基-4-硫氰基吡唑合成二硫化物
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70352
Wei‐Zheng Zeng , Shi‐Chi Wang , Chun‐Han Cha , Cheng‐Yen Chung , Ichiro Arai , Naoto Uramaru , Der‐Yen Lee , Fung Fuh Wong
{"title":"Synthesis of Disulfides Using Basic Oxidizing Agent NaOH/Formamide With 5‐Amino‐4‐thiocyanatopyrazoles","authors":"Wei‐Zheng Zeng ,&nbsp;Shi‐Chi Wang ,&nbsp;Chun‐Han Cha ,&nbsp;Cheng‐Yen Chung ,&nbsp;Ichiro Arai ,&nbsp;Naoto Uramaru ,&nbsp;Der‐Yen Lee ,&nbsp;Fung Fuh Wong","doi":"10.1002/ajoc.70352","DOIUrl":"10.1002/ajoc.70352","url":null,"abstract":"<div><div>A novel basic oxidizing method for the synthesis of disulfides containing a 5‐aminopyrazole moiety was successfully developed using NaOH/formamide as the oxidizing agent, starting from 5‐amino‐4‐thiocyanatopyrazoles. This method can be widely applied to various substituted 5‐amino‐4‐thiocyanatopyrazole derivatives. Compared with traditional oxidative methods for sulfur–sulfur bond formation, this newly developed method avoided the use of expensive metal catalysts, strong acidic oxidants, or photocatalytic aerobic conditions. In addition, 5‐amino‐4‐thiocyanatopyrazoles were treated with 1.0 equiv. of NaOH in various alcoholic solvents, including MeOH, EtOH, <em>n</em>‐PrOH, <em>i</em>‐PrOH, and <em>n</em>‐BuOH, to afford 5‐amino‐4‐(alkylthio)pyrazoles.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70352"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147569835","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Photoinduced C–N Coupling of 6‐Aminouracil With Aryl Iodide: Aryl Iodide as a Source of Aryl Radical 6 -氨基尿嘧啶与碘化芳基的光诱导C-N偶联：碘化芳基是芳基自由基的来源
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70373
Shikha Pandey , Divya Singh , Sundaram Singh
{"title":"Photoinduced C–N Coupling of 6‐Aminouracil With Aryl Iodide: Aryl Iodide as a Source of Aryl Radical","authors":"Shikha Pandey ,&nbsp;Divya Singh ,&nbsp;Sundaram Singh","doi":"10.1002/ajoc.70373","DOIUrl":"10.1002/ajoc.70373","url":null,"abstract":"<div><div>A photoinduced C─N coupling reaction between 6‐aminouracil and aryl iodides has been developed under visible light using <em>N,N′</em>‐bis(2,6‐diisopropylphenyl)‐3,4,9,10‐perylenetetracarboxylic diimide (PDI) as an organic photocatalyst. This metal‐free protocol offers a sustainable and straightforward method for synthesizing of C─N coupled uracil derivatives under mild conditions. The methodology highlights the potential of PDI‐based photoredox catalysis for achieving efficient C─N bond formation via visible‐light‐driven single‐electron transfer processes.</div></div><div>A photoinduced C─N coupling reaction between 6‐aminouracil and aryl iodides has been developed under visible light using <em>N,N′</em>‐bis(2,6‐diisopropylphenyl)‐3,4,9,10‐perylenetetracarboxylic diimide (PDI) as an organic photocatalyst. This metal‐free protocol offers a sustainable and straightforward method for synthesizing of C─N coupled uracil derivatives under mild conditions. The methodology highlights the potential of PDI‐based photoredox catalysis for achieving efficient C─N bond formation via visible‐light‐driven single‐electron transfer processes.</div><div>In this approach, a metal‐free, visible‐light‐promoted synthesis for an efficient C─N bond formation between 6‐aminouracil and aryl iodides using PDI as a photocatalyst has been reported.\u0000<span><figure><span><img><ol><li><span><span>Download: <span>Download high-res image (10KB)</span></span></span></li><li><span><span>Download: <span>Download full-size image</span></span></span></li></ol></span></figure></span></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70373"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147612659","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Mild Chlorotrimethylsilane Promoted Annulation of Indoles and Enones to Synthesize Substituted Pyrroloindoles 温和氯三甲基硅烷促进吲哚和烯酮环化合成取代吡咯吲哚
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-03-01 Epub Date: 2026-03-28 DOI: 10.1002/ajoc.70370
Sumanth Gopavaram , Max H. Marron , Jeremy A. May
{"title":"Mild Chlorotrimethylsilane Promoted Annulation of Indoles and Enones to Synthesize Substituted Pyrroloindoles","authors":"Sumanth Gopavaram ,&nbsp;Max H. Marron ,&nbsp;Jeremy A. May","doi":"10.1002/ajoc.70370","DOIUrl":"10.1002/ajoc.70370","url":null,"abstract":"<div><div>The mild Lewis acid chlorotrimethylsilane (TMSCl) enables the regioselective synthesis of 9H‐pyrrolo[1,2‐<em>a</em>]indoles at room temperature. The annulation proceeds via a cascade sequence consisting of first a Friedel–Crafts 1,4‐addition of an indole to an enone, followed by a second nucleophilic attack and isomerization to a pyrrole. This process afforded many diversely functionalized pyrrolo[1,2‐<em>a</em>]indoles in a modular fashion from easily accessed indoles and α,β‐unsaturated ketones in moderate to good yields. Previous approaches to pyrroloindoles required elevated temperatures (70°C–100°C) and strong Brønsted acids or Lewis acidic metals. This protocol employs mild conditions at room temperature (25°C), excludes the use of metals, and allows operation open to the ambient atmosphere. Regioselectivity control experiments showed that the pyrrole substitution pattern is dictated by the enone substitution. Acid/base control experiments showed Brønsted acid formation may be occurring during the course of the reaction, but is not necessary for successful product formation.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":"Article e70370"},"PeriodicalIF":2.7,"publicationDate":"2026-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147612663","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Disulfides Using Basic Oxidizing Agent NaOH/Formamide With 5-Amino-4-thiocyanatopyrazoles 碱性氧化剂氢氧化钠/甲酰胺与5-氨基-4-硫氰基吡唑合成二硫化物
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2026-02-28 DOI: 10.1002/ajoc.70352
Wei-Zheng Zeng, Shi-Chi Wang, Chun-Han Cha, Cheng-Yen Chung, Ichiro Arai, Naoto Uramaru, Der-Yen Lee, Fung Fuh Wong
{"title":"Synthesis of Disulfides Using Basic Oxidizing Agent NaOH/Formamide With 5-Amino-4-thiocyanatopyrazoles","authors":"Wei-Zheng Zeng,&nbsp;Shi-Chi Wang,&nbsp;Chun-Han Cha,&nbsp;Cheng-Yen Chung,&nbsp;Ichiro Arai,&nbsp;Naoto Uramaru,&nbsp;Der-Yen Lee,&nbsp;Fung Fuh Wong","doi":"10.1002/ajoc.70352","DOIUrl":"10.1002/ajoc.70352","url":null,"abstract":"<div>\u0000 \u0000 <p>A novel basic oxidizing method for the synthesis of disulfides containing a 5-aminopyrazole moiety was successfully developed using NaOH/formamide as the oxidizing agent, starting from 5-amino-4-thiocyanatopyrazoles. This method can be widely applied to various substituted 5-amino-4-thiocyanatopyrazole derivatives. Compared with traditional oxidative methods for sulfur–sulfur bond formation, this newly developed method avoided the use of expensive metal catalysts, strong acidic oxidants, or photocatalytic aerobic conditions. In addition, 5-amino-4-thiocyanatopyrazoles were treated with 1.0 equiv. of NaOH in various alcoholic solvents, including MeOH, EtOH, <i>n</i>-PrOH, <i>i</i>-PrOH, and <i>n</i>-BuOH, to afford 5-amino-4-(alkylthio)pyrazoles.</p>\u0000 </div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"15 3","pages":""},"PeriodicalIF":2.7,"publicationDate":"2026-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147569898","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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