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S-(1,3-Dioxoisoindolin-2-yl)O,O-diethyl phosphorothioate (SDDP): A practical electrophilic reagent for the phosphorothiolation of electron-rich compounds

Authors :
Ma, Ze-Yuan
Xiao, Mei
Li, Cheng-Kun
Shoberu, Adedamola
Zou, Jian-Ping
Source :
Chinese Chemical Letters; 20230101, Issue: Preprints
Publication Year :
2023

Abstract

An efficient synthesis of the electrophilic reagent, S-(1,3-dioxoisoindolin-2-yl)O,O-diethyl phosphorothioate (SDDP) is described. Moreover, the synthetic applications of SDDP wherein the transfer of the SP(O)(OEt)2moiety occurs were investigated. In this manner, SDDP underwent facile SP(O)(OEt)2transfer with electron-rich substrates such as ketones, indoles, and thiols to form α-phosphorothiolated ketones, 3-phosphorothiolated indoles and S-phosphorothiolated thioethers, respectively.

Details

Language :
English
ISSN :
10018417
Issue :
Preprints
Database :
Supplemental Index
Journal :
Chinese Chemical Letters
Publication Type :
Periodical
Accession number :
ejs63910598
Full Text :
https://doi.org/10.1016/j.cclet.2023.109076