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A Green and Efficient Approach for the Synthesis of 3-Chalcogen Benzo[b]Furans via I2-Mediated Cascade Annulation Reaction of 2-Alkynylanisoles at Room Temperature in Water
Authors:Jiang-Sheng Han  Yin-Lin Shao  Xiao-Hong Zhang  Ping Zhong
Affiliation:1. College of Chemical and Materials Engineering, Wenzhou University , Wenzhou , China;2. College of Chemical and Materials Engineering, Wenzhou University , Wenzhou , China;3. Oujiang College, Wenzhou University , Wenzhou , China
Abstract:Abstract

An efficient and green aqueous protocol to access 3-chalcogen benzo[b]furan derivatives has been developed. The reaction can proceed via I2-mediated intramolecular annulation reaction of 2-alkynylanisoles with diaryl disulfides (diselenides) in water or under solvent-free conditions at room temperature. With the participation of I2, a variety of 3-chalcogen benzo[b]furan derivatives were obtained in good to excellent yields. This reaction was considered to work via an iodocyclization cascade mechanism and the intermediate 3-iodo-2-phenylbenzofuran was detected by GC-MS.
Keywords:3-chalcogen benzo[b]furans  I2-mediated intramolecular annulation
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