Synthesis of 1-aryl-1,2,3,4,5,6-hexahydrophosphinine 1-oxides

被引：4

作者：

Keglevich, G

Sipos, M

Lengyel, D

Forintos, H

Körtvélyesi, T

Imre, T

Tóke, L

机构：

[1] Budapest Univ Technol & Econ, Dept Organ Chem Technol, Budapest, Hungary

[2] Budapest Univ Technol & Econ, Hungarian Acad Sci, Dept Organ Chem Technol, Res Grp, Budapest, Hungary

[3] Univ Szeged, Dept Phys Chem, H-6720 Szeged, Hungary

[4] Hungarian Acad Sci, Chem Res Ctr, Budapest, Hungary

来源：

SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 22期

基金：

匈牙利科学研究基金会;

关键词：

dihydrophosphinine oxides; reduction; ring contraction hexahydrophosphinine oxides; theoretical calculations;

D O I：

10.1081/SCC-200036618

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Possibilities for the synthesis of 1-(2,4,6-triisopropylphenyl-) 1,2,3,4,5,6-hexahydrophosphinine oxide (2) have been explored. The trivial method based on the hydrogenation of the corresponding dihydrophosphinine oxides (8a-e) was suitable only for the preparation of hexahydrophosphinine oxides containing a trimethylphenyl or methylphenyl group on the phosphorus atom (9a-c). The triisopropylphenyl product (2) was synthesized by the stepwise reduction of the double bonds of starting material 1. Hence, the ring contraction side reaction, observed during the catalytic hydrogenation, could be eliminated. The unusual reactivity was studied by quantum chemical calculations.

引用

收藏

页码：4159 / 4169

页数：11

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