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Title: Synthesis of naphthalenes and 2-naphthols by the electrophilic cyclization of alkynes. Author: Zhang X, Sarkar S, Larock RC. Journal: J Org Chem; 2006 Jan 06; 71(1):236-43. PubMed ID: 16388642. Abstract: [reactions: see text] 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 successfully extended to the synthesis of substituted carbazoles and dibenzothiophenes.[Abstract] [Full Text] [Related] [New Search]