Tetrahedron

Efficient and fast Heck vinylation of 2-bromo-6-methyl pyridines with methylacrylate. Application to the synthesis of 6-methyl cyclopenta [b] pyridinone

N Robert, C Hoarau, S Célanire, P Ribéreau, A Godard…

Index: Robert, Nicolas; Hoarau, Christophe; Celanire, Sylvain; Ribereau, Pierre; Godard, Alain; Queguiner, Guy; Marsais, Francis Tetrahedron, 2005 , vol. 61, # 19 p. 4569 - 4576

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Citation Number: 12

Abstract

Heck vinylation of 2-bromo-6-methyl-3-substituted pyridines using η3-allylpalladium chloride dimer/P (o-Tol) 3 complex/toluene and dimethylacetamide (DMA) as co-solvent with methyl acrylate is reported. Electronic and steric effects were investigated engaging diversely 2- bromo-3, 6-disubstituted pyridines. As application, a new synthesis of the 6-methyl cyclopenta [b] pyridinone building-block connecting Heck vinylation, alkene reduction and ...