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The isomerization/chlorination of 0,0-dialkyl methylthiophosphonates with phosphorus oxychloride—a new convenient synthesis of S-alkyl methylthiophosphonic acid derivatives

✍ Scribed by Chu Chi Tang; Fu Peng Ma; Kun Zhang; Zheng Jie He; Yao Chun Jin

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
346 KB
Volume
6
Category
Article
ISSN
1042-7163

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✦ Synopsis

A new method for the synthesis of S-alkyl methylthiophosphonic acid derivatives is reported. The chlorination of 0,O-dialkyl methylthiophosphonates 8 with phosphorus oxychloride proceeds with isomerization of the P = S to the P-S bond to give S-alkyl methylthiophosphonochloridates 9, which react further with various nucleophiles in the presence o f triethylamine to afford S-alkyl methylthiophosphonic acid derivatives 10. Among them, several compounds 10 show excellent fungicidal or insecticidal activities.

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The isomerization/chlorination of nitrog
The isomerization/chlorination of nitrogen heterocyclic O,O-dialkyl thiophosphoramidates with phosphorus oxychloride—A convenient synthesis of nitrogen heterocyclic S-alkyl thiophosphoramidic acid derivatives
✍ Chu-Chi Tang; Hui-Fang Lang; Zheng-Jie He 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 286 KB 👁 2 views

In this article, it is reported that the isornerization/ chlorination reactions of nitrogen heterocyclic 0, O-dialkyl thiophosphoramidates 5 with equivalent amounts of phosphorus oxychloride give nitrogen heterocyclic S-alkyl thiophosphorochloridates 6 and 0alkyl phosphorodichloridates 3. After remo