Vnira R. Akhmetova, Danil V. Leont’ev, El’mira M. Galimova, Ekaterina S. Mescheryakova
{"title":"吡咯和吲哚的一锅硫代甲基化反应","authors":"Vnira R. Akhmetova, Danil V. Leont’ev, El’mira M. Galimova, Ekaterina S. Mescheryakova","doi":"10.1007/s10593-024-03278-3","DOIUrl":null,"url":null,"abstract":"<p>C(sp<sup>2</sup>)H functionalization of pyrrole, indole, indolyl-3-acetic acid (heteroauxin), and 2-amino-3-(indol-3yl)propionic acid (tryptophan) was carried out <i>via</i> a one-pot <i>C</i>-thiomethylation with formaldehyde and mercaptans in pyridine which simultaneously played the role of a catalyst and solvent. The possibility of the synthesis of structurally diverse sulfanyl methylindoles depending on the nature of the reagents was demonstrated.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.4000,"publicationDate":"2024-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A one-pot thiomethylation of pyrrole and indoles\",\"authors\":\"Vnira R. Akhmetova, Danil V. Leont’ev, El’mira M. Galimova, Ekaterina S. Mescheryakova\",\"doi\":\"10.1007/s10593-024-03278-3\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>C(sp<sup>2</sup>)H functionalization of pyrrole, indole, indolyl-3-acetic acid (heteroauxin), and 2-amino-3-(indol-3yl)propionic acid (tryptophan) was carried out <i>via</i> a one-pot <i>C</i>-thiomethylation with formaldehyde and mercaptans in pyridine which simultaneously played the role of a catalyst and solvent. The possibility of the synthesis of structurally diverse sulfanyl methylindoles depending on the nature of the reagents was demonstrated.</p>\",\"PeriodicalId\":9770,\"journal\":{\"name\":\"Chemistry of Heterocyclic Compounds\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2024-01-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemistry of Heterocyclic Compounds\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1007/s10593-024-03278-3\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry of Heterocyclic Compounds","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s10593-024-03278-3","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
C(sp2)H functionalization of pyrrole, indole, indolyl-3-acetic acid (heteroauxin), and 2-amino-3-(indol-3yl)propionic acid (tryptophan) was carried out via a one-pot C-thiomethylation with formaldehyde and mercaptans in pyridine which simultaneously played the role of a catalyst and solvent. The possibility of the synthesis of structurally diverse sulfanyl methylindoles depending on the nature of the reagents was demonstrated.
期刊介绍:
The international journal Chemistry of Heterocyclic Compounds publishes original papers, short communications, reviews, and mini-reviews dealing with problems in the field of heterocyclic chemistry in Russian and English. The Journal also publishes reviews and annotations on new books and brief reports on conferences in the field of heterocyclic chemistry, as well as commemoratives dedicated to prominent heterocyclic chemists.