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1,7-Hydride transfer-involved dearomatization of quinolines to access C3-spiro hydroquinolines 1,7-肼基转移参与的喹啉脱芳烃化反应生成 C3-螺氢喹啉
Green Synthesis and Catalysis Pub Date : 2025-05-01 DOI: 10.1016/j.gresc.2024.01.008
Da-Ying Shao, Bin Qiu, Zi-Kang Wang, Zhen-Yuan Liu, Jian Xiao, Xiao-De An
{"title":"1,7-Hydride transfer-involved dearomatization of quinolines to access C3-spiro hydroquinolines","authors":"Da-Ying Shao,&nbsp;Bin Qiu,&nbsp;Zi-Kang Wang,&nbsp;Zhen-Yuan Liu,&nbsp;Jian Xiao,&nbsp;Xiao-De An","doi":"10.1016/j.gresc.2024.01.008","DOIUrl":"10.1016/j.gresc.2024.01.008","url":null,"abstract":"<div><div>1,7-Hydride transfer-involved dearomatization of quinolines toward C3-spiro hydroquinoline derivatives has been developed. This method offers a protocol to achieve the dearomatization of electron-deficient arenes <em>via</em> the redox-neutral hydride transfer process. A series of C3-spiro hydroquinolines can be provided in moderate to excellent yields (up to 98 %) with good diastereoselectivities. Significant advantages such as high step- and atom-economy, as well as redox-neutral and mild conditions, make it an appealing alternative to achieve the dearomatization of quinolines.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 2","pages":"Pages 123-127"},"PeriodicalIF":0.0,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139828396","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Asymmetric synthesis of allylic sulfonamides with axially and central chirality via palladium-catalyzed of atroposelective N-allylic alkylation 通过钯催化的反选择性 N-烯丙基烷基化不对称合成具有轴向和中心手性的烯丙基磺酰胺类化合物
Green Synthesis and Catalysis Pub Date : 2025-05-01 DOI: 10.1016/j.gresc.2024.05.006
Dayuan Wang , Jiayi Zong , Bowen Wang , Longwu Sun , Xiao Xiao , Huri Piao , Miaolin Ke , Fener Chen
{"title":"Asymmetric synthesis of allylic sulfonamides with axially and central chirality via palladium-catalyzed of atroposelective N-allylic alkylation","authors":"Dayuan Wang ,&nbsp;Jiayi Zong ,&nbsp;Bowen Wang ,&nbsp;Longwu Sun ,&nbsp;Xiao Xiao ,&nbsp;Huri Piao ,&nbsp;Miaolin Ke ,&nbsp;Fener Chen","doi":"10.1016/j.gresc.2024.05.006","DOIUrl":"10.1016/j.gresc.2024.05.006","url":null,"abstract":"<div><div>Axially chiral anilide compounds are an emerging but scarcely investigated class of stereogenic molecules with potential applications as chiral catalysts, biologically active scaffolds and functional materials. Compared to the C–C axially chiral molecules, the synthesis of axially chiral anilide compounds is a challenge owing to the lower rotation barriers. Herein, the construction of chiral allylic amine bearing axial chirality and central chirality <em>via</em> Pd-catalyzed atroposelective <em>N</em>-allylic alkylation reaction of cyclic vinyl carbonates and sulfonamides is reported. A diverse range of chiral sulfonamides bearing axial chirality and central chirality were synthesized in high yields and excellent enantioselectivities (up to 92 ​% yield and 99 ​% <em>ee</em>). In addition, the practical application of this protocol was also demonstrated by gram-scale synthesis and derivatives of the compound.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 2","pages":"Pages 211-215"},"PeriodicalIF":0.0,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141936658","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides 通过金(I)催化的 N-二茂铁基丙炔酰胺的加氢反应对平面手性二茂铁进行对映选择性合成
Green Synthesis and Catalysis Pub Date : 2025-05-01 DOI: 10.1016/j.gresc.2024.02.007
Qian Zhou , Lulin Qiao , An-An Zhang , Lu Li , Tuan-Jie Meng , Baomin Fan , Yuan-Yuan Gao , Lantao Liu
{"title":"Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides","authors":"Qian Zhou ,&nbsp;Lulin Qiao ,&nbsp;An-An Zhang ,&nbsp;Lu Li ,&nbsp;Tuan-Jie Meng ,&nbsp;Baomin Fan ,&nbsp;Yuan-Yuan Gao ,&nbsp;Lantao Liu","doi":"10.1016/j.gresc.2024.02.007","DOIUrl":"10.1016/j.gresc.2024.02.007","url":null,"abstract":"<div><div>Herein, we report an intramolecular <em>6-endo-dig</em> cyclization of <em>N</em>-ferrocenyl propiolamides for the synthesis of planar chiral ferrocenes enabled by gold(I)-catalyzed hydroarylation. By using this protocol, a variety of planar chiral ferrocenopyridin-2(1<em>H</em>)-ones were obtained in good yields and excellent enantioselectivities (up to 96 % <em>ee</em>).</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 2","pages":"Pages 198-201"},"PeriodicalIF":0.0,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140098312","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Facile synthesis of asymmetric tetrablock copolymer by dual thermal and photochemical initiator 利用双重热引发剂和光化学引发剂轻松合成不对称四嵌段共聚物
Green Synthesis and Catalysis Pub Date : 2025-05-01 DOI: 10.1016/j.gresc.2023.11.009
Chenhuai Deng , Yuanhao Lin , Yunye Huang , Linxi Hou , Longqiang Xiao
{"title":"Facile synthesis of asymmetric tetrablock copolymer by dual thermal and photochemical initiator","authors":"Chenhuai Deng ,&nbsp;Yuanhao Lin ,&nbsp;Yunye Huang ,&nbsp;Linxi Hou ,&nbsp;Longqiang Xiao","doi":"10.1016/j.gresc.2023.11.009","DOIUrl":"10.1016/j.gresc.2023.11.009","url":null,"abstract":"<div><div>Vesicles obtained by the self-assembly of asymmetric tetrablock copolymers are a class of materials with fascinating properties. However, simple strategies to synthesize asymmetric tetrablock copolymers are limited. Herein, we have designed and synthesized an initiator which generates radicals by either heating or photoirradiation. Taking the advantages of organocatalyzed reversible complexation mediated radical polymerization which has lower energy requirements, milder reaction conditions, and reduced generation of hazardous byproducts, a three steps synthetic route following “photo-photo-thermal” initiation condition for the preparation of asymmetric CABC tetrablock copolymers with controllable molecular weight, precise block composition and low polydispersity was developed.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 2","pages":"Pages 164-170"},"PeriodicalIF":0.0,"publicationDate":"2025-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138744802","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Photo-mediated para-selective C(sp2)−H difluoroalkylations 光介导的准选择性C(sp2)−H二氟烷基化反应
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2023.11.005
Yi Luo, Lin Dong
{"title":"Photo-mediated para-selective C(sp2)−H difluoroalkylations","authors":"Yi Luo,&nbsp;Lin Dong","doi":"10.1016/j.gresc.2023.11.005","DOIUrl":"10.1016/j.gresc.2023.11.005","url":null,"abstract":"<div><div>Photo-mediated ruthenium-catalyzed <em>para</em>-C−H difluoroalkylation has been disclosed under extremely mild conditions. This photochemical ruthenium catalyst system is characterized by good functional group compatibility without additional photosensitizers at room temperature.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 91-95"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138512297","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
Divergent synthesis of new naphtho-fused 2-aminoindolines and naphthoxindoles based on straightforward construction of phenanthrene 基于直接构造菲的新型萘融合2-氨基吲哚和萘醌的发散合成
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2023.11.001
Bin Qiu , Ya-Fei Shi , Xiao-De An , Shu-Kui Guo , Yao-Bin Shen , Jian Xiao
{"title":"Divergent synthesis of new naphtho-fused 2-aminoindolines and naphthoxindoles based on straightforward construction of phenanthrene","authors":"Bin Qiu ,&nbsp;Ya-Fei Shi ,&nbsp;Xiao-De An ,&nbsp;Shu-Kui Guo ,&nbsp;Yao-Bin Shen ,&nbsp;Jian Xiao","doi":"10.1016/j.gresc.2023.11.001","DOIUrl":"10.1016/j.gresc.2023.11.001","url":null,"abstract":"<div><div>An environmentally friendly, highly atom-economical and operationally simple approach toward the synthesis of naphtho-fused 2-aminoindolines and naphthoxindoles starting from biaryl aldehydes and secondary amines has been developed. This notable methodology integrates consecutive intramolecular Mannich-type cyclization triggered by the dearomatization of indole with subsequent aromatization <em>via β</em>-elimination and then amination or oxidation at the C2-position of the indole nucleus. The secondary amine-controlled divergent protocol together with an easy product isolation process provides a practical route for the first time to access naphtho-fused 2-substituted indoline.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 110-113"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135615603","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
Highly efficient palladacycle-catalyzed carboxylation of benzyl alcohols 高效钯环催化苯甲醇羧化反应
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2024.08.005
Shaoke Zhang , Yan Zong , Yu Qian , Jishu Zhang , Gen-Qiang Chen , Xumu Zhang
{"title":"Highly efficient palladacycle-catalyzed carboxylation of benzyl alcohols","authors":"Shaoke Zhang ,&nbsp;Yan Zong ,&nbsp;Yu Qian ,&nbsp;Jishu Zhang ,&nbsp;Gen-Qiang Chen ,&nbsp;Xumu Zhang","doi":"10.1016/j.gresc.2024.08.005","DOIUrl":"10.1016/j.gresc.2024.08.005","url":null,"abstract":"<div><div>A general and practical carboxylation of benzyl alcohols using the air- and moisture-stable Herrmann-Beller palladacycle was developed. With this novel methodology, numerous carboxylated products were constructed and various functional groups were tolerated. More specifically, some prevailing <em>anti</em>-inflammatory drugs, Ibuprofen, Naproxen, Fenoprofen and Flurbiprofen were all successfully synthesized with this novel procedure. Gram scale experiments revealed the industrial potentiality of this procedure. Several interesting control experiments were performed, and the general reaction pathway was proposed.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 119-122"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143507930","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
Asymmetric synthesis of chiral heterobenzylic amines via visible-light-induced enantioselective C(sp3)-H alkylation 可见光诱导对映选择性C(sp3)-H烷基化不对称合成手性杂酶胺
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2023.11.004
Yumei Huo , Beibei Chen , Xiaoyu Ren , Chao Wang , Rupeng Qi , Zhaoqing Xu
{"title":"Asymmetric synthesis of chiral heterobenzylic amines via visible-light-induced enantioselective C(sp3)-H alkylation","authors":"Yumei Huo ,&nbsp;Beibei Chen ,&nbsp;Xiaoyu Ren ,&nbsp;Chao Wang ,&nbsp;Rupeng Qi ,&nbsp;Zhaoqing Xu","doi":"10.1016/j.gresc.2023.11.004","DOIUrl":"10.1016/j.gresc.2023.11.004","url":null,"abstract":"<div><div>The chiral heterobenzylic amines, such as <em>α</em>-alkyl substituted chiral oxadiazole methylamine skeletons are widely present in pesticides and pharmaceuticals, due to their unique biological activities. The enantioselective C(sp<sup>3</sup>)-H alkylation of heterobenzylic amines is an important strategy for the synthesis of <em>α</em>-alkylate chiral heterobenzylic amines. Herein, we disclose the first example of photoinduced and Cu-catalyzed enantioselective decarboxylative C(sp<sup>3</sup>)-H alkylation of oxadiazole methylamines.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 114-118"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138512302","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
Palladium-catalyzed intramolecular C–H arylation of ferrocenyl-sulfides, sulfoxide and its application in metal ion recognition 钯催化二茂铁基硫化物、亚砜的分子内C-H基化及其在金属离子识别中的应用
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2023.11.011
Feifei Cao , Congyu Gao , Jingxin Zi , Jianfeng Hu , Yong Yang , Wen-Xiong Zhang , Hao Zhang
{"title":"Palladium-catalyzed intramolecular C–H arylation of ferrocenyl-sulfides, sulfoxide and its application in metal ion recognition","authors":"Feifei Cao ,&nbsp;Congyu Gao ,&nbsp;Jingxin Zi ,&nbsp;Jianfeng Hu ,&nbsp;Yong Yang ,&nbsp;Wen-Xiong Zhang ,&nbsp;Hao Zhang","doi":"10.1016/j.gresc.2023.11.011","DOIUrl":"10.1016/j.gresc.2023.11.011","url":null,"abstract":"<div><div>An intramolecular C–H arylation of ferrocenyl <em>ortho</em>-bromophenyl sulfide and sulfoxide has been developed with a palladium/non-chiral monophosphine ligand. Under mild reaction conditions, a wide range of ferrocene cyclosulfide and ferrocene cyclosulfoxide were obtained in up to 90 ​% yield. Moreover, planar chiral ferrocene cyclosulfide with enantioselectivities (up to 45 ​% <em>ee</em>) was synthesized utilizing chiral phosphine ligands. Furthermore, the compound <strong>4a</strong> and <strong>6a</strong> can be used as novel chemosensors to detect Cu<sup>2+</sup> ion.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 67-74"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138512317","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
Brønsted acid-promoted synthesis of polysubstituted pyrroles from enamines/imines and diazopyruvates: A metal-free cascade approach 在布氏酸的促进下，从烯胺/亚胺和重氮丙酮酸盐合成多代吡咯：一种无金属级联方法
Green Synthesis and Catalysis Pub Date : 2025-02-01 DOI: 10.1016/j.gresc.2023.12.002
Farrukh Sajjad , Ming-Hua Xu
{"title":"Brønsted acid-promoted synthesis of polysubstituted pyrroles from enamines/imines and diazopyruvates: A metal-free cascade approach","authors":"Farrukh Sajjad ,&nbsp;Ming-Hua Xu","doi":"10.1016/j.gresc.2023.12.002","DOIUrl":"10.1016/j.gresc.2023.12.002","url":null,"abstract":"<div><div>A Brønsted acid-promoted, metal-free cascade reaction of easily available enamines/imines with diazopyruvates has been demonstrated. With triflic acid as the promoter, the reaction proceeds smoothly at room temperature through sequential diazo protonation, nucleophilic enamine N-addition/C-addition and dehydrative aromatisation in a highly regioselective manner. Interestingly, the regioselectivity of the reaction is governed by the unusual enamine N-nucleophilic addition. The method provides an operationally trivial approach to the synthesis of multisubstituted pyrroles including tri-, tetra-, and penta-substituted derivatives as well as N–H free pyrroles with diverse functionalities in good yields under extraordinarily simple and mild conditions. The utility of the method is illustrated by the rapid assembly of polysubstituted bispyrroles and an array of diversely structured pyrrole derivatives.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 86-90"},"PeriodicalIF":0.0,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138679683","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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