Hydrogen bond directed aerobic oxidation of amines via photoredox catalysis
An application of H-bonding interactions for directing the α-C-H oxidation of amines to amides and amino-ketones catalyzed by an organic photocatalyst is reported. The high efficiency of this method is demonstrated by the aerobic oxidation of pyrrolidines, diarylamines and benzylamines bearing urea groups with high yields and a wide substrate scope.
Wang, Hongyu,Man, Yunquan,Wang, Kaiye,Wan, Xiuyan,Tong, Lili,Li, Na,Tang, Bo
supporting information
p. 10989 - 10992
(2018/10/08)
NEW SYNTHESIS OF N-ACYLUREA DERIVATIVES
S-Allyl N-acylmonothiocarbamates react in boiling benzene with primary and secondary amines in the presence of catalytic amounts of triethylamine.In this reaction, the S-allyl group is replaced with the amino group under formation of N-acylurea derivatives in 45-90percent yields.The wide applicability of the reaction is demonstrated by the synthesis of eighty four N-acyl-N'-substituted and N-acyl-N',N'-disubstituted ureas with various aliphatic, aromatic and heterocyclic substituents.
KINETICS OF METHANOLYSIS OF 1-(2-HALOGENO AND 2,6-DIHALOGENOBENZOYL)-3-(4-CHLOROPHENYL)UREAS
The methanolysis kinetics has been measured of 1-(2,6-difluorobenzoyl)-3-(4-chlorophenyl)urea (a larvicidal insecticide Dimilin) and of four other mono- and dihalogenobenzoyl derivatives.Polar and steric effects of halogen on the rate and dissociation constants is discussed.