Reaction of secondary phosphine oxides with acylacetylenes

被引：14

作者：

Dvorko, M. Yu. ^{[1
]}

Glotova, T. E. ^{[1
]}

Ushakov, I. A. ^{[1
]}

Gusarova, N. K. ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Div, Favorskii Irkutsk Inst Chem, Irkutsk 664033, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 46卷 / 04期

基金：

俄罗斯基础研究基金会;

关键词：

DIMETHYLPHOSPHINE OXIDE; REGIOSELECTIVE ADDITION; ALDEHYDES; CATALYST; SULFIDES; ALKENES; LIGANDS;

D O I：

10.1134/S1070428010040056

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Secondary phosphine oxides reacted with 1-alkanoyl-2-phenylacetylenes in chemoselective fashion under mild conditions (20 degrees C, THF) in the absence of a catalyst (diphenylphosphine oxide) or in the presence of potassium hydroxide [bis(2-phenylethyl)phosphine oxide] to give 1-alkyl-1-diphenyl(or 2-phenylethyl)-phosphoryl-3-phenylprop-2-yn-1-ols in up to 96% yield. The reaction of diphenylphosphine oxide with 1-alkanoyl-2-phenylacetylenes in the system KOH-THF (20A degrees C) afforded not only adducts at the carbonyl group but also products of double alpha,beta-addition at the triple bond, 2,3-bis(diphenylphosphoryl)-3-phenylpropan-1-ones.

引用

页码：485 / 490

页数：6

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