The Journal of organic chemistry

Rhodium-catalyzed addition of arylboronic acids to alkynyl aza-heteroaromatic compounds in water

M Lautens, M Yoshida

Index: Lautens, Mark; Yoshida, Masahiro Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 762 - 769

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Citation Number: 99

Abstract

Alkynyl heteroaromatic compounds reacted with arylboronic acids to give addition products in the presence of a rhodium catalyst. The best results were obtained when a novel pyridine- substituted water-soluble phosphine ligand was used. The reactions proceed to give trisubstituted alkenes from various arylboronic acids and alkynyl heteroaromatic compounds with high regioselectivity. Only alkynes with a nitrogen atom in proximity to the triple bond ...