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Anodically Triggered Aldehyde Cation Autocatalysis for Alkylation of Heteroarenes
Author(s) -
Liu Caiyan,
Xiao Zihui,
Wu Shuhua,
Shen Yongli,
Yuan Kedong,
Ding Yi
Publication year - 2020
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201903397
Subject(s) - alkylation , aldehyde , chemistry , cationic polymerization , anode , regioselectivity , autocatalysis , combinatorial chemistry , electrochemistry , organic chemistry , catalysis , electrode
Alkylation of heteroarenes by using aldehydes is a direct approach to increase molecular complexity, which however often involves the use of stochiometric oxidant, strong acid, and high temperature. This study concerns an energy‐efficient electrochemical alkylation of heteroarenes by using aldehydes under mild conditions without mediators. Interestingly, the graphite anode can trigger aldehyde cationic species, which act as the effective autocatalysts to react with a range of heteroarenes to produce the corresponding products with excellent regioselectivity and in high yields. Compared to the traditional electro‐synthesis approaches, this electro‐triggered reaction provides an electricity‐saving and eco‐friendly route to high‐value chemicals.