On the formation of seven-membered rings by arene-ynamide cyclization.

ABSTRACT:

Abstract

A Brønsted acid-catalyzed selective arene-ynamide cyclization is described. This reaction proceeds via a keteniminium intermediate and enables the preparation of seven-membered ring enamide products. Mechanistic studies uncover an unusual product inhibition behavior.

Graphical abstract

SUBMITTER: Brutiu BR 

PROVIDER: S-EPMC6320749 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature