ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A useful synthetic principle for the preparation of N-heterocycles consists in the base treatment of azoma-lonates carrying electrophilic centers in the side chain. Thus, pharmacologically active triazolo[1,4]benzodiazepine-carboxamides can be prepared in one step from azomalonates derived from 2-aminobenzophenones and diethyl (2-chloroacetamido)malonate. The same malonate coupled with diazotized 3-amino-2-chloropyridine leads in 2 steps to 3 novel pyridotriazoloazines. Similarly, N-protected 2-amino-diphenylamine derivatives are converted into triazoloquinoxaline-carboxylic acids. The heteocycles are further characterized by functional-group inter-conversion. Some mechanistic aspects of the azomalonic-ester synthesis are discussed.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19870700817