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Alkyl Carbazates for Electrochemical Deoxygenative Functionalization of Heteroarenes
Author(s) -
Gao Yongyuan,
Wu Zhengguang,
Yu Lei,
Wang Yi,
Pan Yi
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202001571
Subject(s) - alkyl , surface modification , electrochemistry , chemistry , combinatorial chemistry , bond cleavage , substrate (aquarium) , cleavage (geology) , platinum , organic chemistry , electrode , catalysis , materials science , oceanography , fracture (geology) , composite material , geology
The C−O bond cleavage for activation of alcohols is synthetically useful and practically challenging. This work describes carbazate as a new type of electrochemically activated alkylating agent derived from ubiquitous alcohols for direct functionalization of heteroarenes under mild electrolytic conditions. The simple undivided cell at low oxidative potentials with carbon/platinum electrode set‐ups offers excellent substrate tolerance, affording a variety of primary, secondary and tertiary alkyl‐decorated heterocycles in good chemical yields. Furthermore, the mechanism for this electrochemical deoxyalkylation reaction has been investigated.