Sulfanyl- and selanyldifluoromethylphosphonates as a source of phosphonodifluoromethyl radicals and their addition onto alkenes

被引：45

作者：

Lequeux, T

Lebouc, F

Lopin, C

Yang, HL

Gouhier, G

Piettre, SR

机构：

[1] Univ Caen, ISMRA, CNRS,UMR 6507, Lab Chim Mol & Thioorgan, F-14050 Caen, France

[2] Univ Rouen, IRCOF, CNRS,UMR 6014, Lab Fonct Azotees & Oxygenees Complexes, F-76821 Mt St Aignan, France

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 02期

关键词：

D O I：

10.1021/ol006746j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Two different strategies are shown to produce sulfanyl and selanyldifluoromethylphosphonates, Thus, treatment of sulfanyldichloromethylphosphonates by 3HF . NEt3 in the presence of zinc bromide produces the corresponding sulfanyldifluoromethylphosphonates. In addition, lithiation of difluoromethylphosphonates followed by quenching with phenylsulfanyl chloride, phenylselanyl chloride, or diphenyl diselenide yields the corresponding sulfanyl- and selanyldifluorophosphonates. Generation of phosphonodifluoromethyl radicals from such precursors in the presence of alkenes produces the expected adducts.

引用

页码：185 / 188

页数：4

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