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有机化学
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有机化学 ›› 2001, Vol. 21 ›› Issue (9): 685-689. 上一篇    下一篇

研究论文

五氯代-12H-双苯并[1, 3, 2]二氧磷杂八环的合成与化学

杨代斌;陈万义;臧二乐   

  1. 中国农业大学应用化学系.
  • 发布日期:2001-09-25

Synthesis and chemistry of 2, 4, 6, 8, 10-pentachloro- 12H-dibenzo[d, g][1, 3, 2]dioxaphosphocin-6-sulfide

Yang Daibin;Chen Wanyi;Zang Erle   

  1. Chinese Univ of Agr.
  • Published:2001-09-25

PDF

294

被引次数

14

以双(2-羟基-3,5-二氯苯基)甲烷(4)与PSCl3关环，高收率地得到2,4,6,8,10-五氯-6-硫-12H-双苯并[d,g][1,3,2]二氧磷杂八环(5)。5与酚在无水K2CO3及铜粉存在下，或与醇在醇钠存在下反应，生成2,4,8,10-四氯-6-硫-6-芳氧基-12H-双苯并[1,3,2]二氧磷杂八环(6)，或6-烷氧基的类似物(7)。5与醇在三乙胺存在下反应的产物为2,4,8,10-四氯-6-硫-6-羟基-12H-双苯并[1,3,2]二氧磷杂八环三乙胺盐(8)。8在DMSO中回流则氧化为它的氧类似物9。

关键词: 氯代烃, 二苯并化合物, 硫代磷酸酯P, 磷杂环化合物, 氧杂环化合物, 八员杂环化合物, 合成

Pentachloro-12H-dibenzo[1, 3, 2]dioxaphosphocin 6-sulfide(5) was prepared in high yield from bis(2-hydroxy- 3, 5-dichlorophenyl) methane (4) and PSCl3. When 5 was reacted with phenols in the presence of anhydrous K2CO3 and Cu powder. Tetrachloro-6-aryloxy-12H- dibenzo[1, 3, 2] dioxaphosphocin 6-sulfides(6) were obtained, Treatment of 5 with RONa-ROH solution led to compounds 7, 6-alkoxyl analogues of 6. In the presence of Et3N, 5 reacted with propanol offered tetrachloro-6-hydroxy-12H-dibenzo[1, 3, 2] dioxaphosphocin 6- sulfide triethylamine salt(8). When 8 was refluxed in DMSO, the corresponding phosphocin-6-oxide 9 was obtained.

Key words: CHLOROHYDROCARBON, DIBENZO COMPOUNDS, THIOPHOSPHATE P, PHOSPHOROUS HETEROCYCLIC COMPOUNDS, OXYGEN HETEROCYCLICS, EIGHT MEMBER RING HETEROCYCLIC COMPOUNDS, SYNTHESIS

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