Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization |
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Authors: | Yue Dawei Yao Tuanli Larock Richard C |
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Institution: | Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA. |
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Abstract: | reaction: see text] 2,3-Disubstituted benzob]furans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with I2, PhSeCl, or p-O2NC6H4SCl. Aryl- and vinylic-substituted alkynes undergo electrophilic cyclization in excellent yields. Biologically important furopyridines can be prepared by this approach in high yields. |
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