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Park, Cheol-Min
Synthetic and Medicinal Chemistry Lab.
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Electrochemical C(sp(3))-H Functionalization of gamma-Lactams Based on Hydrogen Atom Transfer

Author(s)
Sim, JeongwooRyou, BokyeongChoi, MinyeongLee, ChangjuPark, Cheol-Min
Issued Date
2022-06
DOI
10.1021/acs.orglett.2c01528
URI
https://scholarworks.unist.ac.kr/handle/201301/58989
Citation
ORGANIC LETTERS, v.24, no.23, pp.4264 - 4269
Abstract
We describe the electrochemical alpha-amidoalkylation of gamma-lactams based on transition-metal-free cross-coupling via hydrogen atom transfer. The highly selective hydrogen atom transfer process allows for a broad substrate scope including both inter- and intramolecular reactions. Also, the construction of quaternary centers was realized by a double hydrogen atom transfer protocol to afford spirocycles. Detailed mechanistic studies including experimental and computational studies are provided to support the reaction pathway.
Publisher
AMER CHEMICAL SOC
ISSN
1523-7060
Keyword
C-H BONDSCATION POOLANODIC-OXIDATIONNUCLEOPHILIC-SUBSTITUTIONELECTROORGANIC CHEMISTRYACTIVATIONARYLATIONALKYLATIONSP(3)CARBON BOND FORMATION

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