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Visible‐Light‐Promoted Catalytic Ring‐Opening Isomerization of 1,2‐Disubstituted Cyclopropanols to Linear Ketones
Author(s) -
LaktsevichIskryk Marharyta V.,
Varabyeva Nastassia A.,
Kazlova Volha V.,
Zhabinskii Vladimir N.,
Khripach Vladimir A.,
Hurski Alaksiej L.
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000094
Subject(s) - isomerization , chemistry , catalysis , photochemistry , stoichiometry , photoredox catalysis , ring (chemistry) , photocatalysis , combinatorial chemistry , organic chemistry
Isomerization to linear ketones is a valuable transformation of 1,2‐disubstituted cyclopropanols proceeding through radical intermediates. Despite simplicity of this reaction, the known protocol required stoichiometric amounts of both an oxidant and a reducing agent. In this article, we report a catalytic isomerization of 1,2‐disubstituted cyclopropanols to linear ketones enabled by the photoredox catalytic system consisting of an acridinium photocatalyst and diphenyl disulfide under irradiation with blue LEDs.