Tetrahedron letters

Partial hydrogenation of substituted pyridines and quinolines: a crucial role of the reaction conditions

A Solladie-Cavallo, M Roje, A Baram, V Šunjić

Index: Solladie-Cavallo; Roje; Baram; Sunjic Tetrahedron Letters, 2003 , vol. 44, # 46 p. 8501 - 8503

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Citation Number: 16

Abstract

Hydrogenation of pyridyl and quinolyl compounds 2-substituted with a carbonyl group (1a–c and 2b, c) using PtO2 and 1 equiv. of HCl (conditions A) provides clean and total formation of the desired amino alcohol (hydrogenation of the heterocyclic ring and of the carbonyl) while under conditions B1 and/or B2 (concentrated HCl or pure CF3CO2H) the heterocyclic ring remains untouched and other aromatic parts are hydrogenated providing complex ...