Benzannulation of 2-Alkenylindoles using Aldehydes by Sequential Triple-Relay Catalysis: A Route to Carbazoles and Carbazole Alkaloids

被引：52

作者：

Banerjee, Ankush ^{[1
]}

Sahu, Samrat ^{[1
]}

Maji, Modhu Sudan ^{[1
]}

机构：

[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 11期

关键词：

alkaloids; annulation; carbazoles; conjugated materials; sequential catalysis; METAL-DIENE COMPLEXES; C-H FUNCTIONALIZATION; 1ST TOTAL-SYNTHESIS; MEDIATED TOTAL-SYNTHESIS; ORGANIC-SYNTHESIS; BISCARBAZOLE ALKALOIDS; SUBSTITUTED CARBAZOLES; BOND AMINATION; HOST MATERIALS; INDOLES;

D O I：

10.1002/adsc.201700092

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Benzannulation of 2-alkenylindoles with readily available aldehydes, under one-pot sequential triple-relay-catalysis, provides an easy access to several structurally unique carbazoles including 2-and 3-alkenylcarbazoles. This protecting group-free method enabled one-pot synthesis of alkaloids such as hyellazole and 6-chlorohyellazole, and the formal syntheses of seven other alkaloids. Construction of the core structure, present in murastifoline A, murrafoline E, and related alkaloids was also demonstrated. Even conjugated 3,3'-biscarbazoles can also be synthesized by one-pot, two-fold sequential triple-relay catalysis.

引用

页码：1860 / 1866

页数：7

共 80 条

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