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A Mild Hydroaminoalkylation of Conjugated Dienes Using a Unified Cobalt and Photoredox Catalytic System
journal contribution
posted on 2017-10-19, 19:16 authored by Scott
M. Thullen, Tomislav RovisMetallo-photoredox
catalysis has redefined the available bond disconnections
in the synthetic arsenal. By harnessing the one-electron chemistry
of photoredox catalysis in tandem with low-valent cobalt catalysts,
new methods by which functionalities may be stitched together become
available. Herein we describe the coupling of photoredox-generated
α-amino radical species with conjugated dienes using a unified
cobalt and iridium catalytic system in order to access a variety of
useful homoallylic amines from simple commercially available starting
materials. We present a series of mechanistic experiments that support
the intervention of Co–hydride intermediates that undergo diene
insertion to generate Co−π-allyl species.
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Photoredox Catalytic System Metallo-photoredox catalysisarsenalConjugated Dienesone-electron chemistryspeciesinterventionaccessvarietybond disconnectionsiridiumexperimenthomoallylic aminesseriesmethodUnified CobaltmaterialfunctionalitietandemintermediateMild Hydroaminoalkylationdiene insertionphotoredox catalysislow-valent cobalt catalystsHereinphotoredox-generated α-
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