Synthesis of azepines by a gold-catalyzed intermolecular [4 + 3]-annulation.

ABSTRACT: A convenient gold(III)-catalyzed synthesis of azepines from the intermolecular annulation of propargyl esters and alpha,beta-unsaturated imines is reported (19 examples, 55-95% yield). This formal [4 + 3]-cycloaddition reaction is proposed to proceed via a stepwise process involving intramolecular trapping of an allyl-gold intermediate.

SUBMITTER: Shapiro ND 

PROVIDER: S-EPMC2754784 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature