Aerobic Oxidation of Benzylic Carbons Using a Guanidine Base | Zendy

Seulchan Lee | Zendy; Si Ae Kim | Zendy; HyeYoung Jang | Zendy

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Aerobic Oxidation of Benzylic Carbons Using a Guanidine Base

Author(s) -

Seulchan Lee,

Si Ae Kim,

HyeYoung Jang

Publication year - 2019

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.9b03064

Subject(s) - guanidine , chemistry , peroxide , methylene , oxygen , base (topology) , cleavage (geology) , combinatorial chemistry , bond cleavage , metal , organic chemistry , medicinal chemistry , catalysis , materials science , mathematical analysis , mathematics , fracture (geology) , composite material

Metal-free reaction conditions featuring oxygen and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) were employed for the selective oxidation of benzyl amines and active methylene compounds to afford various amides and ketones. Owing to the strong basicity of guanidine bases, TBD is presumed to play an important role in the cleavage of the C-H bond at the benzylic position of peroxide intermediates, which were formed by the reaction with oxygen.

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