REACTION OF 4-AMINO-1,2,4-TRIAZOLIUM SALTS WITH POLARIZED OLEFINS

Citation
Y. Matsuda et al., REACTION OF 4-AMINO-1,2,4-TRIAZOLIUM SALTS WITH POLARIZED OLEFINS, Heterocycles, 41(12), 1995, pp. 2777-2784
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
41
Issue
12
Year of publication
1995
Pages
2777 - 2784
Database
ISI
SICI code
0385-5414(1995)41:12<2777:RO4SWP>2.0.ZU;2-5
Abstract
The reaction of 4-amino-1,2,4-triazolium salts (5a,b) with polarized o lefins (3a,b,4a) in the presence of K2CO3 in EtOH or DMSO directly yie lded the back-donated 1,6-cyclization products, mesomeric betaines (6a -c,7a,b) via N-vinylimino ylides, while the reaction of the salts (5a, b) with polarized olefins (4b,c) gave the 1,5-dipolar cyclization prod ucts, pyrazoles (10a,b) and [1,2,4]-triazolo[4,3-b]pyrazole (11).