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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 international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202001571
Subject(s) - alkyl , electrochemistry , surface modification , chemistry , combinatorial chemistry , substrate (aquarium) , bond cleavage , cleavage (geology) , platinum , electrode , organic chemistry , materials science , catalysis , 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.