类Mannich反应合成2,5-二苯基-3,3-二取代-2,3-二氢-1,4,2-氧氮磷杂环戊烯-2-氧化物

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

本文报道了以苯甲酰胺,醛(或酮)苯基二氯化膦为原料进行的Mannich反应,其产物经部分水解合成了α-(N-苯甲酰氨基)二取代甲基苯基膦酸(Ⅰ),此化合物脱水关环得2,5-二苯基-3,3-二取代-2,3-二氢-1,4,2-氧氮磷杂环戊烯-2-氧化物(Ⅱ).经~1H NMR及元素分析证明了Ⅰ和Ⅱ的结构,并对反应机理进行了探讨。

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 SOCl2 and Et3N. The structures of Ⅰ and Ⅲ are confirmed by 1H NMR and elementary analysis. The mechanism of the Mannich reaction is also discussed.