Premium
Exploiting Transient Radical Cations as Brønsted Acids for Allylic C–H Heteroarylation of Enol Silyl Ethers
Author(s) -
Nakashima Tsubasa,
Fujimori Haruka,
Ohmatsu Kohsuke,
Ooi Takashi
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202101352
Subject(s) - enol , silylation , allylic rearrangement , chemistry , photochemistry , excited state , brønsted–lowry acid–base theory , medicinal chemistry , catalysis , organic chemistry , physics , atomic physics
Intermediary radical cations, generated through single‐electron oxidation of enol silyl ethers by excited Ir‐based photocatalysts, can be exploited as Brønsted acids for the activation of heteroarylcyanides. This strategy enables the direct allylic C−H heteroarylation of enol silyl ethers under visible‐light irradiation.