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- Title
Electrochemical Synthesis of C(sp<sup>3</sup>)‐Rich Amines by Aminative Carbofunctionalization of Carbonyl Compounds.
- Authors
Liu, Wen‐Qiang; Lee, Boon Chong; Song, NingXi; He, Zhenghao; Shen, Zi‐An; Lu, Yixin; Koh, Ming Joo
- Abstract
Alkylamines form the backbone of countless nitrogen‐containing small molecules possessing desirable biological properties. Despite advances in amine synthesis through transition metal catalysis and photoredox chemistry, multicomponent reactions that leverage inexpensive materials to transform abundant chemical feedstocks into three‐dimensional α‐substituted alkylamines bearing complex substitution patterns remain scarce. Here, we report the design of a catalyst‐free electroreductive manifold that merges amines, carbonyl compounds and carbon‐based radical acceptors under ambient conditions without rigorous exclusion of air and moisture. Key to this aminative carbofunctionalization process is the chemoselective generation of nucleophilic α‐amino radical intermediates that readily couple with electrophilic partners, providing straightforward access to architecturally intricate alkylamines and drug‐like scaffolds which are inaccessible by conventional means.
- Subjects
CARBONYL compounds; AMINES; SMALL molecules; RADICALS (Chemistry); ALKYLAMINES; TRANSITION metal complexes; MOISTURE
- Publication
Angewandte Chemie, 2024, Vol 136, Issue 26, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202402140