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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
Chinese Chemical Letters ( IF 9.4 ) Pub Date : 2023-09-09 , DOI: 10.1016/j.cclet.2023.109076
Ze-Yuan Ma , Mei Xiao , Cheng-Kun Li , Adedamola Shoberu , Jian-Ping Zou

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

中文翻译:

S-(1,3-二氧异吲哚啉-2-基)O,O-二乙基硫代磷酸酯 (SDDP):一种实用的亲电子试剂,用于富电子化合物的硫代磷酸酯化

描述了亲电子试剂 -(1,3-二氧异吲哚啉-2-基)-二乙基硫代磷酸酯 (SDDP) 的有效合成。此外,还研究了发生SP(O)(OEt)部分转移的SDDP的合成应用。以这种方式,SDDP与富电子底物(例如酮、吲哚和硫醇)进行轻松的SP(O)(OEt)转移,分别形成β-硫代磷酸酯酮、3-硫代磷酸酯吲哚和β-硫代磷酸酯硫醚。
更新日期:2023-09-09
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