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Zinc‐Catalyzed Dehydrogenative Cross‐Coupling of Terminal Alkynes with Aldehydes: Access to Ynones
Author(s) -
Tang Shan,
Zeng Li,
Liu Yichang,
Lei Aiwen
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201509042
Subject(s) - alkyne , catalysis , zinc , aldehyde , chemistry , coupling reaction , selectivity , terminal (telecommunication) , combinatorial chemistry , coupling (piping) , organic chemistry , materials science , computer science , telecommunications , metallurgy
Because of the lack of redox ability, zinc has seldom been used as a catalyst in dehydrogenative cross‐coupling reactions. Herein, a novel zinc‐catalyzed dehydrogenative C(sp 2 )H/C(sp)H cross‐coupling of terminal alkynes with aldehydes was developed, and provides a simple way to access ynones from readily available materials under mild reaction conditions. Good reaction selectivity can be achieved with a 1:1 ratio of terminal alkyne and aldehyde. Various terminal alkynes and aldehydes are suitable in this transformation.