高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 206.

• Organic Synthesis Chemistry • 上一篇    下一篇

The Chlorination of O-Alkyl S-Alkyl(aryl) Thiophosphoric(-nic) Acid Derivatives with Phosphorus Oxychloride——A New Convenient Method for Synthesis of Chiral S-Alkyl(aryl) Thiophosphoro(-no) Chloridates

Chu-Chi Tang, Zheng-Jie He, Wen-Bing Chen, Fu-Peng Ma, Zheng-Hong Zhou   

  1. Institute of Elemento-Organic Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Tianjin 300071
  • 出版日期:1998-12-31 发布日期:1998-12-31

The Chlorination of O-Alkyl S-Alkyl(aryl) Thiophosphoric(-nic) Acid Derivatives with Phosphorus Oxychloride——A New Convenient Method for Synthesis of Chiral S-Alkyl(aryl) Thiophosphoro(-no) Chloridates

Chu-Chi Tang, Zheng-Jie He, Wen-Bing Chen, Fu-Peng Ma, Zheng-Hong Zhou   

  1. Institute of Elemento-Organic Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Tianjin 300071
  • Online:1998-12-31 Published:1998-12-31

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摘要： In our laboratory, the isomerization/chlorination of a variety of O,O-dialkyl phosphoro(-no)thionates 1 with phosphorus oxychloride have been systematically studied. It was found that when R' equals aryloxy[1], alkylthio[2], arylthio[2], dialkylamino[3], phenyl[4], methyl[5],and nitrogen heterocyclic group[6] in 1,respectively, this reaction can proceed smoothly and gives the desired products 2 and 3. Hence, it provides a general synthitic method for S-alkyl thiophosphoro(-no)chloridates, especially for the asymmetric ones.

Abstract: In our laboratory, the isomerization/chlorination of a variety of O,O-dialkyl phosphoro(-no)thionates 1 with phosphorus oxychloride have been systematically studied. It was found that when R' equals aryloxy[1], alkylthio[2], arylthio[2], dialkylamino[3], phenyl[4], methyl[5],and nitrogen heterocyclic group[6] in 1,respectively, this reaction can proceed smoothly and gives the desired products 2 and 3. Hence, it provides a general synthitic method for S-alkyl thiophosphoro(-no)chloridates, especially for the asymmetric ones.

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