Rapid One-Pot Access to Unique 3,4-Dihydrothiopyrano[3,4-b]indol-1(9H)-imines via Bi(OTf)3-Catalysed Tandem Friedel-Crafts Alkylation/Thia-Michael Addition

被引：1

作者：

Dethe, Dattatraya H. ^{[1
]}

Boda, Vijay Kumar ^{[1
]}

Mandal, Anupam ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 39期

关键词：

Friedel-Crafts alkylation; Thia-Michael addition; Tetrahydrothiapyranoindoles; Tetrahydrothiepinoindoles; One-pot strategy; BETA-CARBOLINE DERIVATIVES; POTENTIAL ANTIDEPRESSANTS; TANDAMINE; 5-HYDROXYTRYPTAMINE; PIRANDAMINE; ANTITUMOR; DESIGN; IMINES;

D O I：

10.1002/ejoc.201801012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient and atom economical one-pot annulation strategy for novel tetrahydrothiopyrano[3,4-b]indoles is presented. This protocol involves a Bi(OTf)(3) catalyzed tandem Friedel-Crafts alkylation and intramolecular thia-Michael addition reactions to furnish target molecules in an efficient manner. The method works effectively on substrates with unprotected indoles and also it is successfully employed to make tetrahydrothiepino[3,4-b]indoles. The scaffolds synthesized are diverse and first of the kind. The reaction is practically simple with broad substrate scope and vast functional group compatibility.

引用

页码：5417 / 5421

页数：5

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