Silver-Catalyzed Oxidative Cyclization of Propargylamide-Substituted Indoles: Synthesis of Phosphorated Indoloazepinones Derivatives

A silver-catalyzed oxidative cyclization of 2- or 3-propargylamide-substituted indoles to synthesize phosphorated indoloaze­pinone derivatives is described. This reaction displays a difunctionalizalion of alkynes with diphenyl­phosphine oxides to construct a seven-membered ring through a radical cyc...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2016-01, Vol.18 (2), p.216-219
Main Authors: Hua, Hui-Liang, Zhang, Bo-Sheng, He, Yu-Tao, Qiu, Yi-Feng, Wu, Xin-Xing, Xu, Peng-Fei, Liang, Yong-Min
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Azepines - chemical synthesis
Azepines - chemistry
Catalysis
Cyclization
Indoles - chemical synthesis
Indoles - chemistry
Molecular Structure
Oxidation-Reduction
Silver - chemistry
Stereoisomerism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A silver-catalyzed oxidative cyclization of 2- or 3-propargylamide-substituted indoles to synthesize phosphorated indoloaze­pinone derivatives is described. This reaction displays a difunctionalizalion of alkynes with diphenyl­phosphine oxides to construct a seven-membered ring through a radical cyclization process. The indolo­azepinones derivatives are common structural motifs found in many natural products and pharmaceuticals.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b03329