Process for preparing alkynyl-substituted aromatic and heterocyclic compounds

作者: Joseph A. Miller , Jonathan M. Penney

DOI:

关键词:

摘要: Mono- and disubstituted aryl or heterocyclic acetylenes are produced by a process comprising reacting an nitrile with alkynylzinc compound, bis-alkynylzinc alkynylmagnesium in the presence of nickel/phosphine catalyst.

参考文章(78)
Renzo Rossi, Adriano Carpita, Alessandro Lezzi, Palladium-catalyzed syntheses of naturally-occurring acetylenic thiophens and related compounds☆ Tetrahedron. ,vol. 40, pp. 2773- 2779 ,(1984) , 10.1016/S0040-4020(01)96897-8
Soline Sibille, Victorin Ratovelomanana, Jacques Périchon, Electrochemical conversion of functionalised aryl chlorides and bromides to arylzinc species Journal of The Chemical Society, Chemical Communications. pp. 283- 284 ,(1992) , 10.1039/C39920000283
Kenkichi Sonogashira, Development of Pd–Cu catalyzed cross-coupling of terminal acetylenes with sp2-carbon halides Journal of Organometallic Chemistry. ,vol. 653, pp. 46- 49 ,(2002) , 10.1016/S0022-328X(02)01158-0
REYNOLD C. FUSON, WILLIAM D. EMMONS, ROGER TULL, THE REACTION OF GRIGNARD REAGENTS WITH THE CYANOBENZOYLDURENES Journal of Organic Chemistry. ,vol. 16, pp. 648- 654 ,(1951) , 10.1021/JO01144A018
Ernest Wenkert, Enrique L. Michelotti, Charles S. Swindell, Marco Tingoli, Transformation of carbon-oxygen into carbon-carbon bonds mediated by low-valent nickel species Journal of Organic Chemistry. ,vol. 49, pp. 4894- 4899 ,(1984) , 10.1021/JO00199A030
Michio Zembayashi, Kohei Tamao, Jun-ichi Yoshida, Makoto Kumada, Nickel-phosphine complex-catalyzed homo coupling of aryl halides in the presence of zinc powder Tetrahedron Letters. ,vol. 18, pp. 4089- 4091 ,(1977) , 10.1016/S0040-4039(01)83434-1
Roger L. Clough, Pierre. Mison, John D. Roberts, Coupling of nonequivalent aromatic rings by soluble nickel catalysts. A general route to the 1,8-diarylnaphthalenes Journal of Organic Chemistry. ,vol. 41, pp. 2252- 2255 ,(1976) , 10.1021/JO00875A006
Kohei Tamao, Koji Sumitani, Yoshihisa Kiso, Michio Zembayashi, Akira Fujioka, Shun-ichi Kodama, Isao Nakajima, Akio Minato, Makoto Kumada, Nickel-phosphine complex-catalyzed Grignard coupling. I. Cross-coupling of alkyl, aryl, and alkenyl Grignard reagents with aryl and alkenyl halides: General scope and limitations. Bulletin of the Chemical Society of Japan. ,vol. 49, pp. 1958- 1969 ,(1976) , 10.1246/BCSJ.49.1958