LiI/TBHP Mediated Oxidative Cross-Coupling of P(O)-H Compounds with Phenols and Various Nucleophiles: Direct Access to the Synthesis of Organophosphates

被引：18

作者：

Anitha, Thippani ^{[1
,2
]}

Ashalu, Kashamalla Chinna ^{[1
]}

Sandeep, Mummadi ^{[1
,2
]}

Mohd, Aabid ^{[3
]}

Wencel-Delord, Joanna ^{[3
]}

Colobert, Francoise ^{[3
]}

Reddy, Kallu Rajender ^{[1
,2
]}

机构：

[1] CSIR Indian Inst Chem Technol, Catalysis & Fine Chem Div, Hyderabad 500007, Andhra Pradesh, India

[2] Acad Sci & Innovat Res AcSIR, New Delhi 110025, India

[3] Univ Strasbourg, Lab Innovat Mol & Applicat, UMR CNRS7042, Univ Haute Alsace,EPCM, 25 Rue Becquerel, F-67087 Strasbourg, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 45期

关键词：

Phosphorylation; Nucleophiles; P(O)-H; Enol phosphates; LiI; TBHP; SECONDARY PHOSPHINE OXIDES; ASSISTED DIRECT ESTERIFICATION; N-PHOSPHORYL OXAZOLIDINONES; CONVENIENT METHOD; POTASSIUM-IODIDE; ARYL PHOSPHATES; ORTHO-ARYLATION; ALCOHOLS; AMINES; ACID;

D O I：

10.1002/ejoc.201901362

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and mild method for the direct phosphorylation of phenols, alcohols, and amines with P(O)-H has been reported by LiI/TBHP mediated oxidative cross-coupling reaction. Moreover, this protocol extended to beta-keto esters for the synthesis of enol phosphates using H-phosphonates. Notably, this developed method applied for the synthesis of organopesticides such as paraoxon, cyanophos, and methyl parathion. The key features of this protocol are mild conditions, short reaction time, good functional group tolerance, and broad substrate scope.

引用

页码：7463 / 7474

页数：12

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