Synthesis of Tetrathiophosphates from White Phosphorus

被引：3

作者：

He, Jiali ^{[1
,2
]}

Shi, Shanshan ^{[3
]}

Zhang, Yumeng ^{[1
,2
]}

Zhang, Yang ^{[1
,2
]}

Xu, Pengxiang ^{[1
,2
]}

Tang, Guo ^{[1
,2
]}

Zhao, Yufen ^{[1
,2
]}

机构：

[1] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Xiamen 361005, Fujian, Peoples R China

[2] Xiamen Univ, Key Lab Chem Biol Fujian Prov, Xiamen 361005, Fujian, Peoples R China

[3] Hefei Normal Univ, Sch Chem & Chem Engn, Hefei 230601, Anhui, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2023年 / 41卷 / 18期

关键词：

White phosphorus; Inorganic sulfur; Substituted tetrathiophosphate; Cross-coupling; Nucleophilic substitution; Phosphorylation; ELEMENTAL PHOSPHORUS; P-4; ACTIVATION; DIARYLIODONIUM; PHOSPHOROTRITHIOATES; FUNCTIONALIZATION; PHOSPHOROTHIOLATION; NUCLEOPHILES; REACTIVITY; ARYLATION; EFFICIENT;

D O I：

10.1002/cjoc.202300223

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A transition-metal-free one-pot direct synthesis of tetrathiophosphates ((RS)-S-1)(2)P(S)SR2 from white phosphorus (P-4), through intermediate sodium alkyltetrathiophosphates ((RS)-S-1)(2)P(S)SNa, is presented. In the presence of NaSH, various disulfides such as diaryl disulfidbges and dialkyl disulfides are easily coupled with P-4 to give sodium alkyltetrathiophosphates ((RS)-S-1)(2)P(S)SNa in almost quantitative yield, which react with alkyl halides in one pot to generate ((RS)-S-1)(2)P(S)SR2. Furthermore, S-(2-cyanoethyl)-substituted tetrathiophosphates ((RS)-S-1)(2)P(S)SCH2CH2CN are successfully designed as a kind of tetrathiophosphorylation reagent to react with diaryl iodonium salts involving deprotection-dealkylation process.

引用

页码：2311 / 2316

页数：6

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