Changjiang Yu, F. Ke, Xue Li, Xin Li, Qiuling Song
{"title":"Selective cleavage of Csp3-N bonds in aliphatic tertiary amines enabled by difluorocarbene to access esters and thioethers","authors":"Changjiang Yu, F. Ke, Xue Li, Xin Li, Qiuling Song","doi":"10.1016/j.gresc.2024.04.009","DOIUrl":"https://doi.org/10.1016/j.gresc.2024.04.009","url":null,"abstract":"","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"55 4","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141038741","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}
{"title":"Polymer-supported chiral palladium-based complexes as efficient heterogeneous catalysts for asymmetric reductive Heck reaction","authors":"Hui Zhang , Bing Xu , Liejin Zhou , Zhan-Ming Zhang , Junliang Zhang","doi":"10.1016/j.gresc.2023.04.002","DOIUrl":"10.1016/j.gresc.2023.04.002","url":null,"abstract":"<div><p>Heterogeneous asymmetric catalysis is an important strategy for the industrial production of chiral compounds. Herein, we reported a polymer-bound <strong>Xu-Phos</strong>-derived palladium catalyst that shows good performance in heterogeneous asymmetric reductive Heck reaction of allyl aryl ethers. This heterogeneous catalyst was easily prepared by efficient immobilization of the sulfonamide phosphine ligand (<strong>Xu-Phos</strong>) in the cross-linked polystyrene <em>via</em> copolymerization, and exhibits similar catalytic activity and enantioselectivity to that of the homogeneous catalyst. Moreover, the heterogeneous catalyst system is proved to be easily recovered and reused several times without losing catalytic activity obviously.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 2","pages":"Pages 102-107"},"PeriodicalIF":0.0,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000315/pdfft?md5=fba11c7ea57ea49cabcd56b24c4dec91&pid=1-s2.0-S2666554923000315-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87058991","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}
Chonglong He, Min Wang, Bowu Dong, Yaqiong Su, Xin-Hua Duan, Le Liu
{"title":"Lone pair-π interaction induced regioselective sulfonation of ethers under light irradiation","authors":"Chonglong He, Min Wang, Bowu Dong, Yaqiong Su, Xin-Hua Duan, Le Liu","doi":"10.1016/j.gresc.2022.12.005","DOIUrl":"10.1016/j.gresc.2022.12.005","url":null,"abstract":"<div><p>Non-covalent interactions are of significance in supramolecular chemistry and biochemistry, while synthetic procedures driven by these weak interactions remain challenging and rare. Inspired by the lone pair-<em>π</em> interaction presence in the Z-DNA structure, a light-induced regioselective sulfonation of ethers taking advantage of the lone pair-<em>π</em> interaction between the oxygen of ethers and sulfonyl chlorides has been disclosed. Moreover, this strategy is also applicable to the sulfonation of aniline derivatives. Features of the methods include readily accessible starting materials, high atom-economy, green and photocatalyst-free conditions and broad functional group tolerance. Mechanism studies suggest that the lone pair-<em>π</em> interaction plays an important role to initiate the transformation.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 2","pages":"Pages 117-121"},"PeriodicalIF":0.0,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S266655492200134X/pdfft?md5=53bb2c99fc0c52cbd6e903a10bcd9901&pid=1-s2.0-S266655492200134X-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84997754","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}
Zhouping Wu , Guanghui Lv , Zheng Lin , Jiangyan Tang , Jian Chen , Jianghong Liu , Li Hai , Yong Wu
{"title":"Mild construction of N-fused polycyclic compounds via Rh(III)/EosinY co-catalyze C−H activation","authors":"Zhouping Wu , Guanghui Lv , Zheng Lin , Jiangyan Tang , Jian Chen , Jianghong Liu , Li Hai , Yong Wu","doi":"10.1016/j.gresc.2022.11.002","DOIUrl":"10.1016/j.gresc.2022.11.002","url":null,"abstract":"<div><p>The construction of <em>N</em>-fused polycyclic compounds at room temperature <em>via</em> the combination of transition-metal catalyst and photocatalyst has been reported. This novel work has successfully realized LED irradiated C−H activation of iodonium ylides. The strategy shows wide substrate scope and ideal functional group tolerance. Our work would be useful for the construction of various heterocyclic compounds.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 2","pages":"Pages 108-111"},"PeriodicalIF":0.0,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554922001296/pdfft?md5=229a1bfbd67992e38c1bf863d658f65b&pid=1-s2.0-S2666554922001296-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75020075","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}
Guohui Qin, Renjie Wang, Zhen Cheng, Yonghong Zhang, Bin Wang, Yu Xia, Weiwei Jin, Chenjiang Liu
{"title":"Electrooxidative trifunctionalization of alkenes with N-chlorosuccinimide and ArSSAr/ArSH to α,β-dichloride arylsulfoxides","authors":"Guohui Qin, Renjie Wang, Zhen Cheng, Yonghong Zhang, Bin Wang, Yu Xia, Weiwei Jin, Chenjiang Liu","doi":"10.1016/j.gresc.2022.10.008","DOIUrl":"10.1016/j.gresc.2022.10.008","url":null,"abstract":"<div><p>An unprecedented electrochemical oxidative trifunctionalization of olefins with diaryl disulfides/aryl thiols and <em>N</em>-chlorosuccinimide in an aqueous system is developed. Two C–Cl bonds, one C–S bond, and one S<img>O bond are produced simultaneously in one step from simple and commercially available starting materials with clean energy. This tandem methodology features as mild reaction conditions, transition metal and additional oxidant free, broad substrate scope, good functional group compatibility, and gram scale preparation.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 2","pages":"Pages 131-135"},"PeriodicalIF":0.0,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554922001077/pdfft?md5=ab81277e837d83a727d7f1b5be9faaec&pid=1-s2.0-S2666554922001077-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84493080","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}
Xin Yuan , Jie Liu , Hao Lv , Long-Zhou Qin , Xiu Duan , Jian Wang , Meng-Yu Wu , Beining Chen , Jiang-Kai Qiu , Kai Guo
{"title":"Visible-light-induced selective alkylsulfonylation of unactivated alkenes via remote heteroaryl migrations","authors":"Xin Yuan , Jie Liu , Hao Lv , Long-Zhou Qin , Xiu Duan , Jian Wang , Meng-Yu Wu , Beining Chen , Jiang-Kai Qiu , Kai Guo","doi":"10.1016/j.gresc.2023.03.002","DOIUrl":"10.1016/j.gresc.2023.03.002","url":null,"abstract":"<div><p>Photocatalyzed alkylsulfonylation of unactivated alkenes using DABCO<sup><strong>.</strong></sup> (SO<sub>2</sub>)<sub>2</sub> and thianthrenium salts <em>via</em> a distal heteroaryl migration process has been developed, which provides a new means of synthesizing a variety of valuable alkylsulfonyl-substituted compounds. These alkylsulfonyl radicals couple with unactivated alkenes to undergo efficient intermolecular reactions, followed by distal heteroaryl migration. This mild catalytic method is tolerant of functional groups and affords medicinally relevant alkylsulfonylated heterocycles.</p></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"5 2","pages":"Pages 126-130"},"PeriodicalIF":0.0,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S2666554923000297/pdfft?md5=d4e55edbc8f0e277e19a185668202195&pid=1-s2.0-S2666554923000297-main.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81242761","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}
Zhenguo Zhang, Mi Ren, Ming-Zhu Lu, Zhenhua Jia, Teck-Peng Loh
{"title":"Carbonyl group-assisted 1,3-amine addition to α,β-unsaturated aldehydes","authors":"Zhenguo Zhang, Mi Ren, Ming-Zhu Lu, Zhenhua Jia, Teck-Peng Loh","doi":"10.1016/j.gresc.2024.04.003","DOIUrl":"https://doi.org/10.1016/j.gresc.2024.04.003","url":null,"abstract":"An unusual 1,3-addition products were obtained when amines were reacted with α,β-unsaturated aldehydes compounds in the presence of iodine and an oxidant. The versatile unsaturated α-amino acetals are highly useful amino acid derivatives and can be converted to a wide variety of synthetically useful building blocks. Various control experiments have shown that the reaction proceeded via a mechanism involving the formation of imine/enamine intermediates followed by a 1,2-amine group migration reaction.","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"38 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-04-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141936667","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}
Feng Zhao, Bin Tan, Wenlong Zhou, Qing Li, Jie Zhou, Yanting Wen, Guo-Jun Deng
{"title":"Palladium-catalyzed chemoselective synthesis of arylamines from cyclohexanones with ammonium salts","authors":"Feng Zhao, Bin Tan, Wenlong Zhou, Qing Li, Jie Zhou, Yanting Wen, Guo-Jun Deng","doi":"10.1016/j.gresc.2024.04.005","DOIUrl":"https://doi.org/10.1016/j.gresc.2024.04.005","url":null,"abstract":"The primary objective of organic synthesis is the utilization of inexpensive and readily available industrial chemicals in large quantities to produce valuable organic compounds. This study introduces a direct and selective approach for synthesizing arylamines using readily available cyclohexanones and ammonium salts through a dehydrogenative process. A variety of arylamine structural motifs, such as -cyclohexylanilines, diphenylamines, and -cyclohexyl--phenylanilines, were successfully synthesized with moderate to high yields. In comparison to traditional methods, these approaches are characterized by the utilization of simple starting materials, efficiency in steps and atom usage, as well as high selectivity.","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"57 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-04-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141936668","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}