Synthesis of tetrahydrothiopyrano[2,3-b]indoles via [3+3] annulation of nitroallylic acetates with indoline-2-thiones

被引：18

作者：

Basu, Pallabita ^{[1
]}

Hazra, Chiranjit ^{[1
]}

Baiju, Thekke, V ^{[1
]}

Namboothiri, Irishi N. N. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India

来源：

NEW JOURNAL OF CHEMISTRY | 2020年 / 44卷 / 04期

关键词：

MORITA-BAYLIS-HILLMAN; DIELS-ALDER REACTION; QUATERNARY SUBSTITUTED THIOINDOLINES; SULFUR-CONTAINING PHYTOALEXINS; THIOPYRANO INDOLE-DERIVATIVES; ASYMMETRIC-SYNTHESIS; STEREOCONTROLLED CONSTRUCTION; DIASTEREOSELECTIVE SYNTHESIS; REGIOSELECTIVE SYNTHESIS; CONJUGATED NITROALKENES;

D O I：

10.1039/c9nj04754a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient one-pot method has been developed for the regio- and stereoselective synthesis of thiopyran annulated indoles. It involves a base mediated cascade [3+3] annulation of indoline-2-thiones and nitroallylic acetates. The tetrahydrothiopyranoindoles which were formed in good yields and in a short reaction time could be easily transformed to triazole derivatives by taking advantage of the nitro group present in the skeleton.

引用

页码：1389 / 1399

页数：11

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