New approach to phosphinoalkynes based on Pd- and Ni-catalyzed cross-coupling of terminal alkynes with chlorophosphanes

被引:59
作者
Beletskaya, IP [1 ]
Afanasiev, VV [1 ]
Kazankova, MA [1 ]
Efimova, IV [1 ]
机构
[1] MSU, Dept Chem, Moscow 119992, Russia
关键词
D O I
10.1021/ol035562c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first example of direct phosphination of terminal alkynes with chlorophosphanes catalyzed by Ni or Pd complexes is described. Both aromatic and aliphatic terminal acetylenes undergo the coupling reaction to give corresponding coupling product in high yield.
引用
收藏
页码:4309 / 4311
页数:3
相关论文
共 41 条
[11]   DECHLORINATION OF CIPET2 BY (NP3)PT(PPH3) (NP3 = N(CH2CH2PPH2)3) - SYNTHESIS AND CHARACTERIZATION OF [(NP3)PT(PET2)](BPH4) AND [(NP3)PT(PHET2)](BPH4)2 [J].
CECCONI, F ;
GHILARDI, CA ;
MIDOLLINI, S ;
MONETI, S ;
ORLANDINI, A ;
SCAPACCI, G .
INORGANICA CHIMICA ACTA, 1991, 189 (01) :105-110
[12]  
CHARRIER C, 1966, B SOC CHIM FR, P1002
[13]   PD-CATALYZED COUPLING REACTION OF ACETYLENES, IODOTRIMETHYLSILANE, AND ORGANOZINC REAGENTS FOR THE STEREOSELECTIVE SYNTHESIS OF VINYLSILANES [J].
CHATANI, N ;
AMISHIRO, N ;
MORII, T ;
YAMASHITA, T ;
MURAI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (06) :1834-1840
[14]   ORGANOMETALLIC ACETYLENES OF MAIN GROUPS 3-V [J].
DAVIDSOHN, WE ;
HENRY, MC .
CHEMICAL REVIEWS, 1967, 67 (01) :73-+
[15]   Copper-catalyzed C-P bond construction via direct coupling of secondary phosphines and phosphites with aryl and vinyl halides [J].
Gelman, D ;
Jiang, L ;
Buchwald, SL .
ORGANIC LETTERS, 2003, 5 (13) :2315-2318
[16]   Synthesis of phosphido-bridged dinuclear complexes through sodium reduction of cis-[M{P(C6H11)(2)H}(2)Cl-2] (M=Ni or Pd) [J].
Giannandrea, R ;
Mastrorilli, P ;
Nobile, CF ;
Englert, U .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (08) :1355-1358
[17]  
Gilheany D., 1990, CHEM ORGANOPHOSPHORU, V1, P9
[18]   Palladium-catalyzed hydrophosphorylation of alkynes via oxidative addition of HP(O)(OR)(2) [J].
Han, LB ;
Tanaka, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (06) :1571-1572
[19]  
IONIN BI, 1967, RUSS CHEM REV, V36, P587
[20]  
JASAKA CA, 2003, CHEM-EUR J, V9, P271