The chemistry of 3-(. alpha.-cyanobenzylidene)-1-phenyltriazenes and their conversion to diarylmaleimides and phenanthrene-9, 10-dicarboximides
…, JJ Friar, W Resemann, AC Watson
Index: Smith, Peter A. S.; Friar, James Jeffrey; Resemann, Wolfgang; Watson, Andrew C. Journal of Organic Chemistry, 1990 , vol. 55, # 10 p. 3351 - 3362
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Citation Number: 10
Abstract
3-(a-Cyanobenzylidene)-l-phenyltriazine (3a), the product of thermolysis of 5-azido-1, 4- diphenyl-1, 2, 3-triazole (2), is attacked by nucleophilic reagents at the azomethine carbon. Alcohols and phenol give rise to acetals of the N-phenylamidine of phenylglyoxylic acid (4), hydroxide produces l-benzoyl-3-phenyltriazene, and piperidine produces an azoamidine, 3- (a-piperidinobenzylidene)-l-phenyltriazene (9). Compound 3a is inert to acetic and ...
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