Nickel-catalyzed cross-coupling of diphenylphosphine with vinyl bromides and chlorides as a route to diphenylvinylphosphines

被引:19
作者
Shulyupin, MO [1 ]
Chirkov, EA [1 ]
Kazankova, MA [1 ]
Beletskaya, LP [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia
关键词
cross-coupling; phosphorus; nickel; alkenylphosphines;
D O I
10.1055/s-2005-863714
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient nickel-catalyzed reaction for the phosphination of vinyl bromides and chlorides was developed. The procedure uses a combination of up to 1 mol% of nickel acetylacetonate, triethylamine and dimethylformamide as a solvent. The double bond geometry of the vinyl halides was retained under the reaction conditions.
引用
收藏
页码:658 / 660
页数:3
相关论文
共 40 条
[31]   A general and efficient method for the palladium-catalyzed cross-coupling of thiols and secondary phosphines [J].
Murata, M ;
Buchwald, SL .
TETRAHEDRON, 2004, 60 (34) :7397-7403
[32]  
Schnyder A, 2002, ADV SYNTH CATAL, V344, P495, DOI 10.1002/1615-4169(200207)344:5<495::AID-ADSC495>3.0.CO
[33]  
2-6
[34]   Palladium catalyzed cross-coupling reactions for phosphorus-carbon bond formation [J].
Schwan, AL .
CHEMICAL SOCIETY REVIEWS, 2004, 33 (04) :218-224
[35]   Intermolecular hydrophosphination of alkynes and related carbon-carbon multiple bonds catalyzed by organoytterbiums [J].
Takaki, K ;
Koshoji, G ;
Komeyama, K ;
Takeda, M ;
Shishido, T ;
Kitani, A ;
Takehira, K .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (17) :6554-6565
[36]   Homogeneous catalysis for H-P bond addition reactions [J].
Tanaka, M .
NEW ASPECTS IN PHOSPHORUS CHEMISTRY IV, 2004, 232 :25-54
[37]   Cross-coupling of E,E-1,4-diiodobuta-1,3-diene with nucleophiles catalyzed by Pd or Ni complexes:: a new route to functionalized dienes [J].
Trostyanskaya, IG ;
Titskiy, DY ;
Anufrieva, EA ;
Borisenko, AA ;
Kazankova, MA ;
Beletskaya, IP .
RUSSIAN CHEMICAL BULLETIN, 2001, 50 (11) :2095-2100
[38]  
TUNIK SP, 2003, J CHEM SOC DA, P2457
[39]   Copper-catalyzed synthesis of unsymmetrical triarylphosphines [J].
Van Allen, D ;
Venkataraman, D .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11) :4590-4593
[40]   Synthesis, reactivity and characterization of cyclometallated palladium(II) compounds derived from pinacolone-N,N-dimethylhydrazone [J].
Vila, JM ;
López-Torres, M ;
Fernández, A ;
Pereira, MT ;
Ortigueira, JM ;
Fernández, JJ .
INORGANICA CHIMICA ACTA, 2003, 342 :185-192