Syntheses of 2,5-Diphenyl-3,3-disubstituted-2,3-dihydro-1,4,2-oxazaphosphole-2-oxides by Mannich Reaction

Abstract

Abstract: By using Mannich reaction with benzamide, aldehydes (or ketones) and phenyldi-chlorophosphine as the starting materials and with the product being partially hydrolysed, α-(N-benzoyl) aminoalkyl phenylphosphinic acids (Ⅰ) were synthesized. The products (Ⅰ) were cy-clized to 2, 5-diphenyl-3, 3-disubstituted-2, 3-dihydro-1, 4. 2-oxazaphosphole-2-oxides (Ⅱ) by dehydrating with SOCl₂and Et₃N. The structures of Ⅰ and Ⅲ are confirmed by ¹H NMR and elementary analysis. The mechanism of the Mannich reaction is also discussed.

Key words: Mannich reaction, Synthesis, Mechanism

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Chen Ru-yu, Feng Ke-sheng . Syntheses of 2,5-Diphenyl-3,3-disubstituted-2,3-dihydro-1,4,2-oxazaphosphole-2-oxides by Mannich Reaction[J]. Chem. J. Chinese Universities, 1991, 12(12): 1605.

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Syntheses of 2,5-Diphenyl-3,3-disubstituted-2,3-dihydro-1,4,2-oxazaphosphole-2-oxides by Mannich Reaction

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