Synthesis of S-thioacyl dithiophosphates, efficient and chemoselective thioacylating agents

L Doszczak, J Rachon

Index: Doszczak, Leszek; Rachon, Janusz Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 10 p. 1271 - 1279

Full Text: HTML

Citation Number: 18

Abstract

Easily available acyl dithiophosphates are not stable and isomerise reversibly to O-thioacyl monothiophosphates, especially when subjected to heating. Much slower but probably irreversible isomerisation to S-thioacyl monothiophosphates occurs. Since equilibrium states are established and S-thioacyl (mono) thiophosphates form slowly, reaction mixtures contain generally both thioacylating and acylating agents, and consequently cannot be used for ...

 Related Synthetic Route

~96%

~30%

~89%

~92%

~%

~%

~%

~90%

~10%

~75%

~92%

~93%

~14%

~83%

~%

~%

~%

~79%

~93%

~82%

~96%

~76%

~98%

~61%