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

被引：21
|
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
收藏
页码：1211 / 1224
页数：14
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