Organic & biomolecular chemistry

Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1, 4-naphthoquinones via one-pot aryne acyl-alkylation/condensation

KM Allan, BD Hong, BM Stoltz

Index: Allan, Kevin M.; Hong, Boram D.; Stoltz, Brian M. Organic and Biomolecular Chemistry, 2009 , vol. 7, # 23 p. 4960 - 4964

Full Text: HTML

Citation Number: 32

Abstract

A convenient method is disclosed for the synthesis of both 3-hydroxyisoquinolines and 2- hydroxy-1, 4-naphthoquinones from β-ketoesters using a one-pot aryne acyl-alkylation/ condensation procedure. When performed in conjunction with a one-step method for the synthesis of the β-ketoester substrates, this method provides a new route to these polyaromatic structures in only two steps from commercially available carboxylic acid ...