Green Synthesis and Catalysis最新文献

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One-pot access to indazole fused-phenanthridinones via Rh(III)-catalyzed [4+2] annulation 通过Rh(III)催化[4+2]环法制备茚唑-菲并啶酮
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2023.09.003
Shumin Li, Jinke Chang, Jian Shen, Xiuling Cui
{"title":"One-pot access to indazole fused-phenanthridinones via Rh(III)-catalyzed [4+2] annulation","authors":"Shumin Li,&nbsp;Jinke Chang,&nbsp;Jian Shen,&nbsp;Xiuling Cui","doi":"10.1016/j.gresc.2023.09.003","DOIUrl":"10.1016/j.gresc.2023.09.003","url":null,"abstract":"<div><div>An efficient synthesis of indazole fused phenanthridinones <em>via</em> Rh(III)-catalyzed inert C(sp<sup>2</sup>)-H activation/[4 ​+ ​2] annulation of 3-aryl-1<em>H</em>-indazoles with iodonium ylides has been developed, providing a strategy to access multi-conjugated π-system tetracyclic and pentacyclic aza-heterocyclics with the favorable photoluminescence properties. This “one-pot” reaction features high efficiency, excellent regioselectivity, a broad substrate compatibility and could be easily scaled up. Furthermore, the obtained products exhibited low toxicity in MDCK cells as well as selectively labeled the zebrafish larvae, which indicated that the titled products could be potentially utilized as biofluorescent probes or fluorescent dyes.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 75-80"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134994561","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Advanced green synthesis: Solvent-free and catalyst-free reaction
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2024.11.001
Meng-Yao Li , Ao Gu , Jiatong Li , Yingbin Liu
{"title":"Advanced green synthesis: Solvent-free and catalyst-free reaction","authors":"Meng-Yao Li ,&nbsp;Ao Gu ,&nbsp;Jiatong Li ,&nbsp;Yingbin Liu","doi":"10.1016/j.gresc.2024.11.001","DOIUrl":"10.1016/j.gresc.2024.11.001","url":null,"abstract":"<div><div>The solvent-free and catalyst-free (SFCF) reaction has garnered significant interest among chemists due to its alignment with many of the 12 principles of green chemistry. In recent years, numerous innovative techniques have been employed to expand the scope of SFCF reactions and diversify the range of substrates. This paper presents an exhaustive examination of these transformations involving various functional groups, including alkenes, alkynes, aldehydes, ketones, imines, carboxylic acids, anhydrides, amides, amines, epoxides, aziridines, and organoselenides. Our review primarily seeks to elucidate the impact of solvent and concentration effects on these reactions by applying novel theories, such as the aggregate effect, multi-body effect, and multiple weak interactions, to ascertain how solvents impede these reactions. Additionally, different reaction mechanisms are contrasted under catalytic versus non-catalytic as well as solvent versus non-solvent conditions. Furthermore, the applications of such environmentally friendly reactions in fields such as material synthesis and drug synthesis are emphasized.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 36-66"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143508073","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Visible-light-induced reusable decatungstate-photocatalyzed radical cascade alkylation/cyclization of isocyanides with simple alkanes, ethers and ketones 可见光诱导的可重复使用的十钨酸盐光催化自由基级联烷基化/异氰酸酯与简单烷烃、醚和酮的环化反应
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2024.01.003
Ke-Li Wang, Hong-Tao Ji, Qiong-Hui Peng, Jun Jiang, Li-Juan Ou, Wei-Min He
{"title":"Visible-light-induced reusable decatungstate-photocatalyzed radical cascade alkylation/cyclization of isocyanides with simple alkanes, ethers and ketones","authors":"Ke-Li Wang,&nbsp;Hong-Tao Ji,&nbsp;Qiong-Hui Peng,&nbsp;Jun Jiang,&nbsp;Li-Juan Ou,&nbsp;Wei-Min He","doi":"10.1016/j.gresc.2024.01.003","DOIUrl":"10.1016/j.gresc.2024.01.003","url":null,"abstract":"<div><div>With reusable sodium decatungstate (NaDT) as the photocatalyst, hydrocarbons (alkanes, ethers and ketones) as the alkylating agents, a wide range of alkylated fused <em>N</em>-heterocycles were obtained in high yield.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 106-109"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139374048","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Development of a more efficient catalyst for the redox-neutral organocatalytic mitsunobu reaction by DFT-guided catalyst design 采用dft导向设计一种更高效的氧化还原-中性有机催化mitsunobu反应催化剂
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2023.11.002
Dingguo Song , Changjun Zhang , Yuqi Cheng , Linlin Chen, Jie Lin, Changdi Zheng, Ting Liu, Yuxin Ding, Fei Ling, Weihui Zhong
{"title":"Development of a more efficient catalyst for the redox-neutral organocatalytic mitsunobu reaction by DFT-guided catalyst design","authors":"Dingguo Song ,&nbsp;Changjun Zhang ,&nbsp;Yuqi Cheng ,&nbsp;Linlin Chen,&nbsp;Jie Lin,&nbsp;Changdi Zheng,&nbsp;Ting Liu,&nbsp;Yuxin Ding,&nbsp;Fei Ling,&nbsp;Weihui Zhong","doi":"10.1016/j.gresc.2023.11.002","DOIUrl":"10.1016/j.gresc.2023.11.002","url":null,"abstract":"<div><div>The study of a Mitsunobu reaction is an important topic. Denton and co-workers first reported a novel (2-hydroxybenzyl)diphenylphosphine oxide for realizing the catalytic Mitsunobu reaction <em>via</em> a five-membered phosphonium species. However, it is still worth investigating how to improve catalysts with higher efficiency. Guided by computational and experimental studies, we designed a new type of biphenyl-based phosphine oxide that would form a six-membered phosphonium species as a key intermediate to trigger the catalytic Mitsunobu reaction with a lower barrier of the rate-determining step (30.3 ​kcal/mol). DFT calculations revealed that only trans dehydration was participated in our catalytic progress and a strong <em>π</em>-<em>π</em> interaction and small spatial constraint of <strong>TS-V</strong> were crucial for high behavior. This readily accessible, highly stable, easily recyclable and efficient catalyst would boost the catalytic Mitsunobu reaction.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 290-296"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135715435","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Pictet-spengler/transamination cascade reaction of indoles for modular synthesis of marinoquinoline analogues 喹啉类似物模块化合成中吲哚的Pictet-spengler/转氨化级联反应
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2023.09.002
Jinjin Chen , Pingyu Jiang , Xinping Liu , Huawen Huang , Guojiang Mao , Guo-Jun Deng
{"title":"Pictet-spengler/transamination cascade reaction of indoles for modular synthesis of marinoquinoline analogues","authors":"Jinjin Chen ,&nbsp;Pingyu Jiang ,&nbsp;Xinping Liu ,&nbsp;Huawen Huang ,&nbsp;Guojiang Mao ,&nbsp;Guo-Jun Deng","doi":"10.1016/j.gresc.2023.09.002","DOIUrl":"10.1016/j.gresc.2023.09.002","url":null,"abstract":"<div><div>The Pictet-Spengler/transamination cascade reaction enables modular synthesis of marinoquinoline analogues through three-component indole ring-expansion/cyclization in the manner of novel N1–C2 cleavage of indoles. This metal-free protocol exhibits very broad functional group tolerance with up to quantitative yields. Preliminary studies on the antitumor activity of the resultant marinoquinoline analogues reveal that the indolyl-attached pyrrolo[2,3-<em>c</em>]quinoline product (<strong>5d</strong>) shows great potential (IC<sub>50</sub> of 0.32 ​μg/mL to HeLa cells) as a promising anticancer agent in clinic.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 310-314"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135388295","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent advances in (4 + 3) cycloaddition of allenes 烯类化合物(4 + 3)环加成的研究进展
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2023.11.010
Yanyan Que , Wenli Lei , Yin Fang , Shuzhong He , Yang Chen
{"title":"Recent advances in (4 + 3) cycloaddition of allenes","authors":"Yanyan Que ,&nbsp;Wenli Lei ,&nbsp;Yin Fang ,&nbsp;Shuzhong He ,&nbsp;Yang Chen","doi":"10.1016/j.gresc.2023.11.010","DOIUrl":"10.1016/j.gresc.2023.11.010","url":null,"abstract":"<div><div>Allenes are a class of unsaturated compounds containing a propadiene structural moiety, exhibiting essential physiological, pharmacological, and various reactivities. Their (4 ​+ ​3) cycloaddition reaction has become an effective method for synthesizing seven-membered rings, especially for heterocycles. This method has been continuously improved and developed. Herein, we review the (4 ​+ ​3) cycloaddition of allenes, focusing on the developed methodologies and the outlook in this field from 2013 to 2023.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 270-276"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138543705","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Carbonylative transformation of aryl halides and strong bonds via cheap metal catalysts and sustainable technologies 通过廉价金属催化剂和可持续技术实现芳基卤化物和强键的羰基转化
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2024.04.008
Maolin Yang , Yukun Liu , Xin Qi , Yanhua Zhao , Xiao-Feng Wu
{"title":"Carbonylative transformation of aryl halides and strong bonds via cheap metal catalysts and sustainable technologies","authors":"Maolin Yang ,&nbsp;Yukun Liu ,&nbsp;Xin Qi ,&nbsp;Yanhua Zhao ,&nbsp;Xiao-Feng Wu","doi":"10.1016/j.gresc.2024.04.008","DOIUrl":"10.1016/j.gresc.2024.04.008","url":null,"abstract":"<div><div>The development of catalytic carbonylation reactions has increased considerably. Although many reviews/chapters/books on carbonylation reactions have been published, summaries on cheap metal-catalyzed catalytic carbonylation reactions of aryl halides and other chemical bonds with high dissociation energy C–Y (Y ​= ​O, N, H) are still very rare. Focusing on green and sustainable chemistry, this review summarizes and discusses the achievements on carbonylative transformations of aryl halides (C(sp<sup>2</sup>)–X) and strong bonds C–Y (Y ​= ​O, N, H) based on non-expensive metal catalysts (Co, Mn, Mo, Ni, Fe, Cu), photochemical and electrochemical systems developed in recent decades.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 211-269"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141051230","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Visible-light induced photocatalyst-free difluoromethylation of quinoxalinones with difluorosulfones 可见光诱导的无光催化剂喹啉酮与二氟砜的二氟甲基化
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2023.08.002
Linlin Shi , Tiantian Li , Wenjing Zhang , Weinan Hu , Xinju Zhu , Yixin Lu , Guang-Jian Mei
{"title":"Visible-light induced photocatalyst-free difluoromethylation of quinoxalinones with difluorosulfones","authors":"Linlin Shi ,&nbsp;Tiantian Li ,&nbsp;Wenjing Zhang ,&nbsp;Weinan Hu ,&nbsp;Xinju Zhu ,&nbsp;Yixin Lu ,&nbsp;Guang-Jian Mei","doi":"10.1016/j.gresc.2023.08.002","DOIUrl":"10.1016/j.gresc.2023.08.002","url":null,"abstract":"<div><div>Visible-light induced direct C–H difluoromethylation of quinoxalinones with 2-((difluoromethyl)sulfonyl)benzo[d]thiazole has been developed for the first time. A broad range of quinoxalinones were well tolerated and reacted with difluorosulfone smoothly to give the corresponding products in moderate to good yields. Notably, no external photocatalyst or oxidant was required, which provides a practical and green protocol to access difluoromethylated quinoxalinones. Finally, the control experiments demonstrated a radical mechanism, and the density functional theory (DFT) calculations indicated the radicals were generated through the formation of an electron donor−acceptor (EDA) complex.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 277-281"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80415171","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Solvent-controlled stereodivergent synthesis of E- and Z-enamines via metal-free formal C(sp2)-H amination of α-substituted styrenes 通过α-取代苯乙烯的无金属C(sp2)- h胺化,溶剂控制立体发散合成E-和z -胺
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2023.11.003
Dangui Wang , Jinbei Yao , Wentao Zhang , Shuyue Zhang , Huaibin Yu , Laihu Peng , Weijun Yao , Zhifeng Dai , Guojiao Wu , Fangrui Zhong
{"title":"Solvent-controlled stereodivergent synthesis of E- and Z-enamines via metal-free formal C(sp2)-H amination of α-substituted styrenes","authors":"Dangui Wang ,&nbsp;Jinbei Yao ,&nbsp;Wentao Zhang ,&nbsp;Shuyue Zhang ,&nbsp;Huaibin Yu ,&nbsp;Laihu Peng ,&nbsp;Weijun Yao ,&nbsp;Zhifeng Dai ,&nbsp;Guojiao Wu ,&nbsp;Fangrui Zhong","doi":"10.1016/j.gresc.2023.11.003","DOIUrl":"10.1016/j.gresc.2023.11.003","url":null,"abstract":"<div><div>C(sp<sup>2</sup>)-H amination represents an attractive approach for the synthesis of enamines, which is intrinsically associated with the challenge of controlling of stereochemistry and primarily relying on transition-metal catalysis. Herein, a metal-free C(sp<sup>2</sup>)-H amination of α-substituted styrenes has been achieved, leading to stereodivergent formation of both <em>E</em>- and <em>Z</em>-enamines in 50 ​%–97 ​% yield under mild conditions by using PhI(OAc)<sub>2</sub> as a green oxidant and <em>ortho</em>-phenylenediamines as nitrogen source. Interestingly, the <em>Z</em>/<em>E</em> selectivity can be controlled readily by switching the reaction medium. <em>E</em>-isomers were formed preferentially in THF, whereas <em>n</em>-hexane favored the formation of <em>Z</em>-isomers. Preliminary mechanistic studies suggested that in situ formed <em>ortho</em>-benzoquinone diimides are the key intermediates, and there is a correlation between solvent polarity and stereoselectivity. This study enriches the chemical repertoire of <em>ortho</em>-benzoquinone diimides particularly with respect to sustainable amination.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 324-328"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135764107","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Visible-light-induced radical-cascade alkylation/cyclization of N-methacryloyl-2-phenylbenzimidazole: Access to benzoimidazo[2,1-a]isoquinolin-6(5H)-ones 可见光诱导n-甲基丙烯酰-2-苯基苯并咪唑的自由基级联烷基化/环化:苯并咪唑[2,1-a]异喹啉-6(5H)-酮的制备
Green Synthesis and Catalysis Pub Date : 2024-11-01 DOI: 10.1016/j.gresc.2023.10.001
Yanhong Wang , Xinlei Zhou , Tao Zhang , Xinxin Ren , Wei Xu , Bin Wang , Weiwei Jin , Yu Xia , Chenjiang Liu , Yonghong Zhang
{"title":"Visible-light-induced radical-cascade alkylation/cyclization of N-methacryloyl-2-phenylbenzimidazole: Access to benzoimidazo[2,1-a]isoquinolin-6(5H)-ones","authors":"Yanhong Wang ,&nbsp;Xinlei Zhou ,&nbsp;Tao Zhang ,&nbsp;Xinxin Ren ,&nbsp;Wei Xu ,&nbsp;Bin Wang ,&nbsp;Weiwei Jin ,&nbsp;Yu Xia ,&nbsp;Chenjiang Liu ,&nbsp;Yonghong Zhang","doi":"10.1016/j.gresc.2023.10.001","DOIUrl":"10.1016/j.gresc.2023.10.001","url":null,"abstract":"<div><div>A metal-free visible-light-induced synthesis of aza-polycyclic aromatic hydrocarbons <em>via</em> cascade alkylation/cyclization of <em>N</em>-methacryloyl-2-phenylbenzimidazole was developed. The reaction was carried out with inactive alkanes and cyclic ethers as alkylation reagents, and phenanthrenequinone (PQ) as a direct hydrogen-atom transfer (HAT) photocatalyst. The desired products were obtained in moderate to good yields at room temperature under air.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 4","pages":"Pages 319-323"},"PeriodicalIF":0.0,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135851083","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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