Me3SiCl-promoted three-component coupling reaction of a functionalized enamine, an acetal, and an alkyne: an unprecedented approach to the synthesis of tetrasubstituted pyridines via a [3 + 2 + 1] intermolecular cyclization.
Toshiaki Sasada, Norio Sakai, Takeo Konakahara
Index: J. Org. Chem. 73(17) , 6905-8, (2008)
Full Text: HTML
Abstract
We have identified a Me3SiCl-mediated three-component coupling reaction of a functionalized enamine, N,N-dimethylformamide diethyl acetal, and an internal alkyne having an electron-withdrawing group that produces 2,3,4,5-tetrasubstituted pyridine derivatives in good to excellent yields via a single-step reaction.
Related Compounds
Related Articles:
1977-01-01
[J. Forensic Sci. 22(1) , 7-16, (1977)]
J.P. Thenot et al.
[Anal. Lett. , 217, (1972)]
R.F. Abdulla, R.S. Brinkmeyer
[Tetrahedron 35 , 1675, (1979)]
DeWolfe RH.
[Carboxylic Ortho Acid Derivatives: Preparation and Synthetic Applications (Academic press) , (2012) 14 , 424]
N,N-Dimethylformamide Diethyl Acetal. Pindur U.
[e-EROS Encyclopedia of Reagents for Organic Synthesis. , (2001)]