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Short Paper | Regular issue | Vol 89, No. 8, 2014, pp.1905-1912
Published online, 20th June, 2014
DOI: 10.3987/COM-14-13030
Synthesis of 2-Hydroxymethyl-2,3-dihydrobenzofurans

Meng-Yang Chang,* Shin-Ying Lin, and Chieh-Kai Chan

*Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, TaiwanNo. 100, Shih-Chuan 1st Rd., San Ming District, Kaohsiung 80708, Taiwan, R.O.C.

Abstract

A one-pot protocol toward 2-hydromethyl-2,3-dihydrobenzofurans (1) starting with oxygenated o-allylbenzaldehydes (3) was described. The facile one-pot process was carried out the oxidation of o-allylbenzaldehydes (3) with Oxone in the co-solvent of acetone and DMF in the presence of aqueous EDTA solution and then intramolecular ring-closure of the resulting o-allylphenols (2) in acceptable yields.