(Alpha-aminoacyl)amino-substituted heterocycles and related compounds.
N-Protected-(aminoacyl)benzotriazoles 1a-e, g, i, j, 1a'-c' convert heterocyclic amines of the following series: thiazoles (3a and 3a'), benzothiazoles (3b and 3b'), benzimidazoles (3c and 3c'), thiadiazoles (3d), pyrimidones (9a, b, a'), pyrazoles (11a, b), and pyridines (13a-g, 13d') under microwave irradiation, into N-substituted amides in yields of 40-98% (average 76%). N-Protected peptidoylbenzotriazoles 6a, b similarly afforded C-terminal N-protected dipeptidoyl amides 7a, b (52-60%).
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
Alan R
AR
Katritzky
Bahaa El-Dien M
Bel-D
El-Gendy
Ekaterina
E
Todadze
Ashraf A A
AA
Abdel-Fattah
D000588:Amines / Q000737:chemistry*; D049148:Aminoacylation; D001554:Benzene / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013438:Sulfhydryl Compounds / Q000737:chemistry
D000588:Amines; D006571:Heterocyclic Compounds; D013438:Sulfhydryl Compounds; D001554:Benzene