Distal Heteroaryl Ipso-Migration of Unactivated Alkenes via Cobalt/Photoredox-Catalyzed Hydrogen/Deuterium Atom Transfer

A structural isomerization of alkenyl alcohols via 1,4- or 1,5-heteroaryl migration initiated by metal-hydride hydrogen atom transfer (MHAT) under cobalt/photoredox dual catalysis is described. The remote migration method provided various heteroaryl-containing ketones inaccessible through conventional MHAT 1,2-migration pathways. The cobalt/photoredox catalysis was further applied to the synthesis of deuterium-labeled heteroaryl-containing ketones.

Publication Details

Journal
Kyoto University Research Information Repository (Kyoto University)
Published
2025-08-04
Primary Topic
Radical Photochemical Reactions
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article
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article

Distal Heteroaryl Ipso-Migration of Unactivated Alkenes via Cobalt/Photoredox-Catalyzed Hydrogen/Deuterium Atom Transfer

Kyoto University Research Information Repository (Kyoto University)
Radical Photochemical Reactions
article

Distal Heteroaryl Ipso-Migration of Unactivated Alkenes via Cobalt/Photoredox-Catalyzed Hydrogen/Deuterium Atom Transfer

article en

Abstract

A structural isomerization of alkenyl alcohols via 1,4- or 1,5-heteroaryl migration initiated by metal-hydride hydrogen atom transfer (MHAT) under cobalt/photoredox dual catalysis is described. The remote migration method provided various heteroaryl-containing ketones inaccessible through conventional MHAT 1,2-migration pathways. The cobalt/photoredox catalysis was further applied to the synthesis of deuterium-labeled heteroaryl-containing ketones.

Kyoto University Research Information Repository (Kyoto University)
Reduced inequalities
Openalex Percentile: Top 35%
Radical Photochemical Reactions
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Distal Heteroaryl Ipso-Migration of Unactivated Alkenes via Cobalt/Photoredox-Catalyzed Hydrogen/Deuterium Atom Transfer · Kyoto University Research Information Repository (Kyoto University) (2025) | TGRS Research Map | TGRS