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Visible‐Light‐Assisted Gold‐Catalyzed Fluoroarylation of Allenoates
Author(s) -
Tang HaiJun,
Zhang Xinggui,
Zhang YuFeng,
Feng Chao
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201916471
Subject(s) - allene , chemistry , catalysis , fluorine , fluoride , stereoselectivity , aryl , combinatorial chemistry , redox , reaction conditions , photochemistry , organic chemistry , inorganic chemistry , alkyl
A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β‐fluoroalkyl‐containing cinnamate derivatives. The reaction proceeds through visible‐light‐promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio‐ and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.