An Expedient Access to γ-Ketophosphine Chalcogenides via the Chemo- and Regioselective Addition of Secondary Phosphine Chalcogenides to β,γ-Ethylenic Ketones

被引:3
作者
Artem'ev, Alexander V. [1 ]
Malysheva, Svetlana F. [1 ]
Belogorlova, Nataliya A. [1 ]
Protzuk, Nadezhda I. [1 ]
Albanov, Alexander I. [1 ]
Bagryanskaya, Irina Yu. [2 ,3 ]
Schmidt, Elena Yu. [1 ]
Gusarova, Nina K. [1 ]
Trofimov, Boris A. [1 ]
机构
[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia
[2] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia
[3] Novosibirsk State Univ, Novosibirsk 630090, Russia
关键词
ONE-POT SYNTHESIS; STEREOSELECTIVE ALPHA-VINYLATION; HYDROXYPHOSPHINE OXIDES; BETA-KETOPHOSPHONATES; DIMETHYLPHOSPHINE OXIDE; CATALYZED ADDITION; KEY STEP; ARYLACETYLENES; PHOSPHONATES; SULFIDES;
D O I
10.1002/hc.21281
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
gamma-Ketophosphine chalcogenides, precursors for plethora of novel functionalized phosphine chalcogenides and phosphines, are synthesized by chemo- and regioselective addition of secondary phosphine chalcogenides to beta,gamma-ethylenic ketones under catalyst-and solvent-free conditions (80-100 degrees C, 8-70 h) in excellent yields. The straightforward superbase-catalyzed synthesis of starting beta,gamma-ethylenic ketones from ketones and acetylenes insures the expedient access to the target gamma-ketophosphine chalcogenides. (C) 2015 Wiley Periodicals, Inc.
引用
收藏
页码:455 / 462
页数:8
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