高等学校化学学报 ›› 1991, Vol. 12 ›› Issue (12): 1605.

• 研究论文 • 上一篇    下一篇

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

陈茹玉, 冯克胜   

  1. 南开大学元素有机化学研究所, 天津, 300071
  • 收稿日期:1990-10-12 出版日期:1991-12-24 发布日期:1991-12-24
  • 通讯作者: 陈茹玉

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

Chen Ru-yu, Feng Ke-sheng   

  1. Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071
  • Received:1990-10-12 Online:1991-12-24 Published:1991-12-24

摘要: 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1HNMR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。

关键词: Mannich反应, 合成, 机理

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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