One-Pot Relay Gold(I) and Brionsted Acid Catalysis: Cyclopenta[b]annulation of Indoles via Hydroamination/Nazarov-Type Cyclization Cascade of Enynols

被引：46

作者：

Dhiman, Seema ^{[1
]}

Ramasastry, S. S. V. ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Mohali, Dept Chem Sci, Organ Synth & Catalysis Lab, Mohali 140306, Punjab, India

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 20期

关键词：

NAZAROV CYCLIZATION; BOND FUNCTIONALIZATION; BINARY-SYSTEM; TANDEM; SILVER; REARRANGEMENT; DERIVATIVES; KETONES; INDOLOSESQUITERPENE; CYCLOISOMERIZATIONS;

D O I：

10.1021/acs.orglett.5b02632

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An expedient relay gold(I) and Bronsted acid catalyzed hydroamination/Nazarov cyclization of 1-(2-aminophenyl)pent-4-en-2-ynols for the synthesis of various polyfunctionalized cyclopenta[b]indoles is described. The synthetic utility of this method has been demonstrated by the synthesis of a few unprecedented pentacyclic indoles and indole steroidal hybrids. Further, the new methodology has been successfully applied to the enantioselective synthesis of core carbon structure of the polyveoline family of natural products.

引用

页码：5116 / 5119

页数：4

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