PHOTOINDUCED BETA-ELIMINATION OF THE TRIAZOLE GROUP IN THE 1-(N,N-BISACYL)AMINO-1,2,3-TRIAZOLES

Authors
KALAMBOKIS EA MAROULIS AJ ALEXANDROU NE
Citation
Ea. Kalambokis et al., PHOTOINDUCED BETA-ELIMINATION OF THE TRIAZOLE GROUP IN THE 1-(N,N-BISACYL)AMINO-1,2,3-TRIAZOLES, Journal of heterocyclic chemistry, 30(5), 1993, pp. 1301-1308
Citations number
58
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
30
Issue
5
Year of publication
1993
Pages
1301 - 1308
Database
ISI
SICI code
0022-152X(1993)30:5<1301:PBOTTG>2.0.ZU;2-W
Abstract
The photoelimination of the 1,2,3-triazole group from the title compou nds proceeds, depending upon the reaction conditions, via an intra- or intermolecuIar hydrogen abstraction or electron-transfer mechanism, f ollowed by homolytic cleavage of the N,N bond. It can also proceed via pi()-assisted beta-cleavage of the same weak bond, when light of sho rter wavelength is used. The composition of the products suggests that in all cases most probably a sigma-type 1,2,3-triazolyl radical 10 is eliminated which is further quenched by hydrogen or chlorine abstract ion.