The Journal of organic chemistry

Synthesis of naphthalenes and 2-naphthols by the electrophilic cyclization of alkynes

X Zhang, S Sarkar, RC Larock

Index: Zhang, Xiaoxia; Sarkar, Sampa; Larock, Richard C. Journal of Organic Chemistry, 2006 , vol. 71, # 1 p. 236 - 243

Full Text: HTML

Citation Number: 100

Abstract

A wide variety of substituted naphthalenes are readily prepared regioselectively under mild reaction conditions by the 6-endo-dig electrophilic cyclization of appropriate arene- containing propargylic alcohols by ICl, I2, Br2, NBS, and PhSeBr. 3-Iodo-2-naphthols have also been prepared in excellent yields by the cyclization of analogous 1-aryl-3-alkyn-2-ones. This methodology readily accommodates various functional groups and has been ...