(α-Aminoacyl)amino-Substituted Heterocycles and Related Compounds

• Published in: Journal of organic chemistry 2008-07, Vol.73 (14), p.5442-5445
• Main Authors: Katritzky, Alan R, El-Gendy, Bahaa El-Dien M, Todadze, Ekaterina, Abdel-Fattah, Ashraf A. A
• Format: Article
• Language: English
• Subjects: Amines - chemistry; Aminoacylation; Benzene - chemistry; Chemistry; Exact sciences and technology; Heterocyclic compounds; Heterocyclic Compounds - chemical synthesis; Heterocyclic Compounds - chemistry; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms; Heterocyclic compounds with only one n hetero atom and condensed derivatives; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; Molecular Structure; Organic chemistry; Preparations and properties; Sulfhydryl Compounds - chemistry
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo8007379

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%).