Reaction of 2-Diazo-1,2-diphenylethanone with 2-[(Arylimino)methyl]phenols

Tshepo      Pheko; Girija   S.   Singh

doi:10.2174/157017806775789949

Abstract

An equimolar reaction of the 2-diazo-1,2-diphenylethanone with 2-[(arylimino)methyl]phenols affords 2-[(arylimino)methyl]phenyl-2,2-diphenylacetates and 2-azetidinones. The products have been characterized on the basis of satisfactory spectral data. The regiochemistry of the reaction of hydroxyl and imino group towards diphenylketene, generated from thermal decomposition of the 2-diazo-1,2- diphenylethanone, has been observed to depend on the substituents on N-phenyl ring.

Keywords: 2-azetidinones, imines, phenols, diphenylketene, Diazoketone

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Letters in Organic Chemistry

Title: Reaction of 2-Diazo-1,2-diphenylethanone with 2-[(Arylimino)methyl]phenols

Volume: 3 Issue: 3

Author(s): Tshepo Pheko and Girija S. Singh

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Keywords: 2-azetidinones, imines, phenols, diphenylketene, Diazoketone

Abstract: An equimolar reaction of the 2-diazo-1,2-diphenylethanone with 2-[(arylimino)methyl]phenols affords 2-[(arylimino)methyl]phenyl-2,2-diphenylacetates and 2-azetidinones. The products have been characterized on the basis of satisfactory spectral data. The regiochemistry of the reaction of hydroxyl and imino group towards diphenylketene, generated from thermal decomposition of the 2-diazo-1,2- diphenylethanone, has been observed to depend on the substituents on N-phenyl ring.

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Pheko Tshepo and Singh S. Girija, Reaction of 2-Diazo-1,2-diphenylethanone with 2-[(Arylimino)methyl]phenols, Letters in Organic Chemistry 2006; 3 (3) . https://dx.doi.org/10.2174/157017806775789949