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Reaction of Diphenyldiazomethane with N-Methyloxy- and N-Ethyloxycarbonyl-N-(2,2,2-trichloroethylidene)amines

✍ Scribed by Sandrine Jacquot; Abdelhak Belaissaoui; Gérard Schmitt; Bernard Laude; Marek M. Kubicki; Olivier Blacque


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
229 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis


N-Alkyloxycarbonyl-N-(2,2,2-trichloroethylidene)

amines / ∆ 3 -1,3,4-Triazoline / Aziridines / Azomethine ylides / 2-Azadiene Reaction of the title imines with diphenyldiazomethane gives ethyl or methyl chloroformate gives the unexpected 1,1diphenyl-4,4-dichloro-2-aza-1,3-butadiene. a ∆ 3 -1,3,4-triazoline, which leads, after loss of dinitrogen, to a transient azomethine ylide. Subsequent elimination of commonly found as a secondary product of the expected [a]


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