Copper-catalyzed coupling reaction of aryl and vinyl halides with terminal alkynes

作者: Kazumi Okuro , Makoto Furuune , Masahiro Miura , Masakatsu Nomura

DOI: 10.1016/S0040-4039(00)79093-9

关键词:

摘要: Abstract Coupling reaction of aryl and vinyl halides with terminal alkynes using a catalyst system copper(I) iodide - triphenylphosphine proceeds efficiently in the presence potassium carbonate to give corresponding unsymmetrical acetylenes good yield.

参考文章(10)
H.A. Dieck, F.R. Heck, Palladium catalyzed synthesis of aryl, heterocyclic and vinylic acetylene derivatives Journal of Organometallic Chemistry. ,vol. 93, pp. 259- 263 ,(1975) , 10.1016/S0022-328X(00)94049-X
K. C. Nicolaou, W.-M. Dai, Chemie und Biologie von Endiin‐Cytostatica/Antibiotica Angewandte Chemie. ,vol. 103, pp. 1453- 1481 ,(1991) , 10.1002/ANGE.19911031106
Tuyêt Jeffery, Copper(I) and phase transfer catalysed allylic substitution by terminal alkynes Tetrahedron Letters. ,vol. 30, pp. 2225- 2228 ,(1989) , 10.1016/S0040-4039(00)99654-0
C. E. Castro, E. J. Gaughan, D. C. Owsley, Indoles, Benzofurans, Phthalides, and Tolanes via Copper(I) Acetylides Journal of Organic Chemistry. ,vol. 31, pp. 4071- 4078 ,(1966) , 10.1021/JO01350A045
K. Takai, K. Nitta, K. Utimoto, Simple and selective method for aldehydes (RCHO) .fwdarw. (E)-haloalkenes (RCH:CHX) conversion by means of a haloform-chromous chloride system Journal of the American Chemical Society. ,vol. 108, pp. 7408- 7410 ,(1986) , 10.1021/JA00283A046
Louis S. Hegedus, Transition metals in organic synthesis annual survey covering the year 1990 Journal of Organometallic Chemistry. ,vol. 422, pp. 301- 681 ,(1992) , 10.1016/0022-328X(92)88031-D
G. Mignani, C. Chevalier, F. Grass, G. Allmang, D. Morel, Synthesis of new unsaturated enynes, catalysed by copper (I) complexes. Tetrahedron Letters. ,vol. 31, pp. 5161- 5164 ,(1990) , 10.1016/S0040-4039(00)97831-6
Takuji Ogawa, Kumiko Kusume, Miyuki Tanaka, Kazuo Hayami, Hitomi Suzuki, An Alternative Method for the Stereospecific Synthesis of Conjugated Alkenynes Via the Copper (I) Iodide Assisted Cross-Coupling Reaction of 1-Akyens with Haloalkenes Synthetic Communications. ,vol. 19, pp. 2199- 2207 ,(1989) , 10.1080/00397918908052615