Tetrahedron

Regioselective synthesis of natural and unnatural (Z)-3-(1-alkylidene) phthalides and 3-substituted isocoumarins starting from methyl 2-hydroxybenzoates

F Bellina, D Ciucci, P Vergamini, R Rossi

Index: Bellina, Fabio; Ciucci, Donatella; Vergamini, Piergiorgio; Rossi, Renzo Tetrahedron, 2000 , vol. 56, # 16 p. 2533 - 2545

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Citation Number: 126

Abstract

(Z)-3-(1-Alkylidene) phthalides and 3-substituted isocoumarins, which include compounds bearing a substituent on their benzene ring, have been selectively and efficiently synthesized by a new protocol which involves:(i) the conversion of methyl 2- hydroxybenzoates into the corresponding nonaflates;(ii) Pd-catalyzed alkynylation reactions of these derivatives;(iii) the conversion of the so obtained methyl 2-(1-alkynyl) benzoates ...