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Iron Catalyzed Oxidative C(sp 3 )–N Cross Coupling of Amides with C(sp 3 )–H via a Radical Process
Author(s) -
Li Zelin,
Cai Chun
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701537
Subject(s) - catalysis , chemistry , catalytic cycle , oxidative phosphorylation , alkylation , ligand (biochemistry) , oxidative coupling of methane , medicinal chemistry , oxidative addition , stereochemistry , organic chemistry , receptor , biochemistry
An efficient iron‐catalyzed oxidative N–H alkylation of amides with C(sp 3 )–H in cycloalkanes, methylarenes and tert‐Butyl peroxybenzoate was developed. This protocol proceeded smoothly without any ligand; and tolerated a broad range of substrates, not only various amides but also the inactive C(sp 3 )−H bond containing compounds. Mechanistic details involving a Fe(II)/Fe(III) catalytic cycle and a single electron transfer (SET)‐type process were also described.