Journal
ACS CATALYSIS
Volume 10, Issue 20, Pages 11712-11738Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c03567
Keywords
aminium radical cation; hydroamination; C-H amination; electron transfer; photoredox catalysis
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Funding
- NIH [R35 GM134893]
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Aminium radical cations have been extensively studied as electrophilic aminating species that readily participate in C-N bond forming processes with alkenes and arenes. However, their utility in synthesis has been limited, as their generation required unstable, reactive starting materials and harsh reaction conditions. Visible-light photoredox catalysis has emerged as a platform for the mild production of aminium radical cations from either unfunctionalized or N-functionalized amines. This Perspective covers recent synthetic methods that rely on the photocatalytic generation of aminium radical cations for C-N bond formation, specifically in the context of alkene hydroamination, arene C-H bond amination, and the mesolytic bond cleavage of alkoxyamines.
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