{"title":"2-芳氧基和2-芳基羧酸与N-硒代氰邻苯二甲酰亚胺的光催化脱羧硒代氰†","authors":"Yong Gao , Ruirui Hua , Hongquan Yin , Fu-Xue Chen","doi":"10.1039/d3qo00347g","DOIUrl":null,"url":null,"abstract":"<div><p>A visible-light-induced decarboxylative selenocyanation reaction of aliphatic carboxylic acids for the formation of C(sp<sup>3</sup>)–SeCN bonds has been developed. The electrophilic <em>N</em>-selenocyanatophthalimide and a pyrylium salt were applied as a SeCN radical precursor and an organic photocatalyst, respectively. The transformation could proceed smoothly without transition metals, oxidants and additional bases, affording the corresponding alkyl selenocyanates in moderate to good yields. This method is characterized by its simplicity, wide substrate scope and mild conditions.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 10","pages":"Pages 2538-2543"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photocatalytic decarboxylative selenocyanation of 2-aryloxy and 2-aryl carboxylic acids with N-selenocyanatophthalimide†\",\"authors\":\"Yong Gao , Ruirui Hua , Hongquan Yin , Fu-Xue Chen\",\"doi\":\"10.1039/d3qo00347g\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A visible-light-induced decarboxylative selenocyanation reaction of aliphatic carboxylic acids for the formation of C(sp<sup>3</sup>)–SeCN bonds has been developed. The electrophilic <em>N</em>-selenocyanatophthalimide and a pyrylium salt were applied as a SeCN radical precursor and an organic photocatalyst, respectively. The transformation could proceed smoothly without transition metals, oxidants and additional bases, affording the corresponding alkyl selenocyanates in moderate to good yields. This method is characterized by its simplicity, wide substrate scope and mild conditions.</p></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"10 10\",\"pages\":\"Pages 2538-2543\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052411023007848\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052411023007848","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Photocatalytic decarboxylative selenocyanation of 2-aryloxy and 2-aryl carboxylic acids with N-selenocyanatophthalimide†
A visible-light-induced decarboxylative selenocyanation reaction of aliphatic carboxylic acids for the formation of C(sp3)–SeCN bonds has been developed. The electrophilic N-selenocyanatophthalimide and a pyrylium salt were applied as a SeCN radical precursor and an organic photocatalyst, respectively. The transformation could proceed smoothly without transition metals, oxidants and additional bases, affording the corresponding alkyl selenocyanates in moderate to good yields. This method is characterized by its simplicity, wide substrate scope and mild conditions.