Preparation of 2-phospholene derivatives from zirconacyclopentenes

被引:10
作者
Zhou, Yiging [1 ]
Yan, Xiaoyu [1 ]
Xi, Chanjuan [1 ,2 ]
机构
[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Zirconacyclopentenes; Dichlorophosphine; Phospholene; Heterocycles; MOLECULAR-COMPLEX FORMATION; METALLACYCLE TRANSFER; TADDOL DERIVATIVES; PHOSPHOLENE OXIDES; CONVENIENT METHOD; P-HETEROCYCLES; LIGANDS; 1-OXIDES; HYDROFORMYLATION; RESOLUTION;
D O I
10.1016/j.tetlet.2010.09.061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Zirconacyclopentenes, which are easily prepared from alkynes, alkenes, and zirconocene compounds, reacted with dichlorophenylphosphine to give 2-phospholene in high yields. The reaction was performed conveniently in one-pot from an alkyne, alkene, dichlorophosphine, and zirconocene compounds. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6136 / 6138
页数:3
相关论文
共 29 条
[1]   Phenylphosphatrioxa-adamantanes: bulky, robust, electron-poor ligands that give very efficient rhodium(I) hydroformylation catalysts [J].
Baber, RA ;
Clarke, ML ;
Heslop, KM ;
Marr, AC ;
Orpen, AG ;
Pringle, PG ;
Ward, A ;
Zambrano-Williams, DE .
DALTON TRANSACTIONS, 2005, (06) :1079-1085
[2]   Phosphabarrelene-rhodium complexes as highly active catalysts for isomerization free hydroformylation of internal alkenes [J].
Breit, B ;
Fuchs, E .
CHEMICAL COMMUNICATIONS, 2004, (06) :694-695
[3]   Recent developments in chiral phospholane chemistry [J].
Clark, TP ;
Landis, CR .
TETRAHEDRON-ASYMMETRY, 2004, 15 (14) :2123-2137
[4]   EQUILIBRIUM BETWEEN METALLAINDANS AND ARYNE OLEFIN-METAL COMPLEXES [J].
ERKER, G ;
KROPP, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (13) :3659-3660
[5]   METALLACYCLE TRANSFER FROM ZIRCONIUM TO MAIN-GROUP ELEMENTS - A VERSATILE SYNTHESIS OF HETEROCYCLES [J].
FAGAN, PJ ;
NUGENT, WA ;
CALABRESE, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (05) :1880-1889
[6]   SYNTHESIS OF MAIN GROUP HETEROCYCLES BY METALLACYCLE TRANSFER FROM ZIRCONIUM [J].
FAGAN, PJ ;
NUGENT, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2310-2312
[7]   Synthesis of the spiro derivatives of 1,2-oxaphosphetes by [2+2] cycloaddition of cyclic 1-(2,4,6-triisopropylphenyl)phosphine oxides with dimethyl acetylenedicarboxylate [J].
Keglevich, G ;
Forintos, H ;
Keserü, GM ;
Hegedüs, L ;
Töke, L .
TETRAHEDRON, 2000, 56 (27) :4823-4828
[8]   Ligands for practical rhodium-catalyzed asymmetric hydroformylation [J].
Klosin, Jerzy ;
Landis, Clark R. .
ACCOUNTS OF CHEMICAL RESEARCH, 2007, 40 (12) :1251-1259
[9]   P-Heterocycles as Ligands in Homogeneous Catalytic Reactions [J].
Kollar, L. ;
Keglevich, G. .
CHEMICAL REVIEWS, 2010, 110 (07) :4257-4302
[10]   New 7-phosphanorbornenes derived from 2-methyl-1-phenyl- and 1-cyclohexyl-3-methyl-2,5-dihydro-1H-phosphole 1-oxides [J].
Kovács, J ;
Szabó, NB ;
Nagy, Z ;
Ludányi, K ;
Keglevich, G .
HETEROATOM CHEMISTRY, 2005, 16 (05) :320-326