Pyrrolidine-mediated direct preparation of (e)-monoarylidene derivatives of homo- and heterocyclic ketones with various aldehydes.

ABSTRACT: An efficient method for the facile synthesis of (E)-monoarylidene derivatives of homo- and heterocyclic ketones with various aldehydes in the presence of a pyrrolidine organocatalyst has been achieved. A range of α,β-unsaturated ketones were obtained in moderate to high yields (up to 99%). Unlike the Claisen-Schmidt condensation process, the formation of undesired bisarylidene byproducts is not observed. The possible reaction mechanism suggests that the reaction proceeds via a Mannich-elimination sequence.

SUBMITTER: Gu X 

PROVIDER: S-EPMC6271378 | biostudies-literature | 2014 Feb

REPOSITORIES: biostudies-literature