ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
2-[2-(Alkylimino)-2-phenylethylidene]pyrrolidines (vinamidines, 3-6) were obtained either via activation of the corresponding vinologous amide 1 with Meerwein salt and subsequent treatment of the intermediate 2 with an amine, or more directly by acid-catalyzed condensation of the Schiff bases derived from acetophenone with 2-ethoxy-1-pyrroline. Nitrosation of these vinamidines led to α,α′-diimino-oximes. In two cases (10, 11), these oximes underwent acid-catalyzed rearrangement with formation of a 5,6,7,8-tetrahydroimidazo[1,2-a]pyridine ring system (12, 13). X-Ray analysis of one of these products (13) and also of one of the vinamidine salts (6) are presented.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19850680520
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