Issue 84, 2016

Synthesis of 2,3-allenylamides utilizing [1,2]-phospha-Brook rearrangement and their application to gold-catalyzed cycloisomerization providing 2-aminofuran derivatives

Abstract

An efficient synthetic method for 2,3-allenylamides having an oxygen functionality at the 2-position, which are difficult to access by conventional methods, was newly developed by utilizing the [1,2]-phospha-Brook rearrangement under Brønsted base catalysis. Further manipulation of the 2,3-allenylamides via gold-catalyzed cycloisomerization enables the formation of 2-aminofuran derivatives.

Graphical abstract: Synthesis of 2,3-allenylamides utilizing [1,2]-phospha-Brook rearrangement and their application to gold-catalyzed cycloisomerization providing 2-aminofuran derivatives

Supplementary files

Article information

Article type
Communication
Submitted
10 Aug 2016
Accepted
28 Sep 2016
First published
29 Sep 2016

Chem. Commun., 2016,52, 12513-12516

Synthesis of 2,3-allenylamides utilizing [1,2]-phospha-Brook rearrangement and their application to gold-catalyzed cycloisomerization providing 2-aminofuran derivatives

A. Kondoh, S. Ishikawa, T. Aoki and M. Terada, Chem. Commun., 2016, 52, 12513 DOI: 10.1039/C6CC06591K

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