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The reaction of organophosphorus reagents with substituted-1,3-diphenylpropanetrione: New synthesis of azaphospholene derivatives

✍ Scribed by L. S. Boulos; M. H. N. Arsanious

Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
200 KB
Volume
12
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

The reaction of 1,3‐diphenyl‐2‐(phenylimino)‐3‐(ylidenemethyl‐acetate)‐1‐propanone (5) with trisdialkylaminophosphines (6a,b) in refluxing toluene afforded the new oxazaphospholene products (7a–b). On the other hand, the cyclic azaphospholene adducts 8a–b were isolated from the reaction of 5 with 6a,b without solvent. Trialkyl phosphites 1b–c react with compound 5 to give the respective dialkyl phosphate products (9a,b). Moreover, trisdialkylaminophosphines (6a,b) react with 2a and 2b to give the dipolar adducts 10a,b and the phosphonate products 11a,b, respectively. Possible reaction mechanisms are considered, and the structural assignments are based on compatible analytical and spectroscopic results. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:511–517, 2001

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