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 |
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Authors: | Jiang-Sheng Han Yin-Lin Shao Xiao-Hong Zhang Ping Zhong |
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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 |
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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. |
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Keywords: | 3-chalcogen benzo[b]furans I2-mediated intramolecular annulation |
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