Synthesis of 3-Methylthioindoles via Intramolecular Cyclization of 2-Alkynylanilines Mediated by DMSO/DMSO-d6 and SOCl2

被引：17

作者：

Li, Xuemin ^{[1
]}

Zhang, Beibei ^{[1
]}

Zhang, Jingran ^{[1
]}

Wang, Xi ^{[1
]}

Zhang, Dongke ^{[1
]}

Du, Yunfei ^{[1
]}

Zhao, Kang ^{[2
]}

机构：

[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin Key Lab Modern Drug Delivery & High Effic, Tianjin 300072, Peoples R China

[2] Shandong Univ, Inst Microbial Technol, State Key Lab Microbial Technol, Qingdao 266237, Shandong, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2021年 / 39卷 / 05期

基金：

中国国家自然科学基金;

关键词：

DMSO; Electrophilic addition; Cyclization; 3‐ Methylthioindoles; Synthetic methods; SIMPLE INDOLE ALKALOIDS; ARYL METHYL SULFIDES; DIMETHYL-SULFOXIDE; METAL-FREE; POTENT INHIBITORS; FACILE METHOD; C-H; DMSO; METHYLTHIOLATION; DISULFIDES;

D O I：

10.1002/cjoc.202000701

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Main observation and conclusion The intramolecular cyclization of 2-alkynylanilines mediated by DMSO/SOCl2 was found to afford biologically interesting 3-methylthioindoles, which are rarely obtained by the exiting methods. DMSO could also be replaced with its deuterated counterpart, enabling the method applicable to the construction of indole skeleton bearing a SCD3 moiety at its 3-position.

引用

页码：1211 / 1224

页数：14

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