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Chemoselective Catalytic Dehydrogenation of Benzylic Amines Driven by the TEtraQuinoline/FeCl2 Complex.

Authors :
Nishiwaki, Mizuki
Xu, Wei
Kumagai, Naoya
Source :
Asian Journal of Organic Chemistry; Sep2023, Vol. 12 Issue 9, p1-4, 4p
Publication Year :
2023

Abstract

A chemoselective dehydrogenation protocol for benzylic amines catalyzed by the TEtraQuinoline (TEQ)/FeCl2 complex is described. In combination with 2 equiv of tert‐butyl hydroperoxide, as little as 0.1 mol% of catalyst loading was sufficient to convert primary and secondary benzylic amines to the corresponding imines and dimerized imines, respectively. Subsequent hydrolysis of the imines allowed for removal of the benzyl group on the nitrogen atom. Nonaromatic carbon‐carbon multiple bonds and the O‐Bn group remained intact in the present protocol, providing a complementary deprotection procedure to reductive removal conditions exerted by Pd catalysis. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
21935807
Volume :
12
Issue :
9
Database :
Complementary Index
Journal :
Asian Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
172273156
Full Text :
https://doi.org/10.1002/ajoc.202300261