Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Reactions of 2-Diazo-1,2-Diphenylethanone and Diphenyldiazomethane with Ketohydrazones
Girija Shankar SinghSurendra Bahadur SinghKailash Nath Mehrotra
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1984 Volume 57 Issue 6 Pages 1667-1670

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Abstract

The reactions of 2-diazo-1,2-diphenylethanone (1) with ketohydrazones (3ac) in equimolecular ratio yield (diphenylacetyl)hydrazones (4ac) of the corresponding benzophenones which on further treatment with 1 in equimolecular ratio leads to 1-diphenylacetylazo-1,1,3,3-tetraaryl-2-propanones (5ac). The product 5a is also obtained in the reaction of 1 with benzophenone hydrazone (3a) in 2 : 1 molecular ratio. The bis(acetylacetonato)copper(II)-catalyzed reaction of 1 and also of diphenyldiazomethane (2) with ketohydrazones (3) affords ketazines (6). The mechanistic route for the formation of products is discussed.

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