Organic letters

Rhodium-catalyzed one-pot synthesis of substituted pyridine derivatives from α, β-unsaturated ketoximes and alkynes

K Parthasarathy, M Jeganmohan, CH Cheng

Index: Parthasarathy, Kanniyappan; Jeganmohan, Masilamani; Cheng, Chien-Hong Organic Letters, 2008 , vol. 10, # 2 p. 325 - 328

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Citation Number: 179

Abstract

A rhodium-catalyzed chelation-assisted C−H activation of α,β-unsaturated ketoximes and the reaction with alkynes to afford highly substituted pyridine derivatives is described. ... Treatment of α,β-unsaturated ketoxime 1a having methyl substituents at α- and β-carbons with diphenylacetylene 2a in the presence of 3 mol % of RhCl(PPh 3 ) 3 in toluene at 130 °C for 3 h gave a highly substituted pyridine derivative 3a in 92% isolated yield (Table 1, entry 1). To the best of our ...