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1,2,3-Triazol-1-imines. Part 3: Tandem 1,3 cycloaddition–rearrangement and open chain reactions of 2-aryl-N-aroyl-4,5-dimethyl-1,2,3-triazol-1-imines with dimethyl acetylenedicarboxylate

✍ Scribed by N.P. Xekoukoulotakis; C.P. Hadjiantoniou-Maroulis; A.J. Maroulis


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
52 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


The tandem 1,3 cycloaddition-rearrangement and open chain reactions of 2-aryl-N-aroyl-4,5-dimethyl-1,2,3-triazol-1-imines with DMAD at room temperature and in refluxing toluene are described.


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The Schiff bases 3a-h obtained from 4-amino-1,2,4-triazol-3-ones 1a-h when subjected to Japp-Klingemann reaction yielded the corresponding 3-{2-[(2-aryl-5-methyl-3H-[1,2,4]-triazol-3-one-4-yl)]-iminophenyl}-pentane-2,4-diones 4 a-h. These diones on cyclisation with N 2 H 4 yielded the title compound