Regioselectivity of Diels-Alder reactions between 6,7-dehydrobenzofuran and 2-substituted furans |
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| Authors: | Neil BrownKeith R. Buszek |
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| Affiliation: | Department of Chemistry, University of Missouri-Kansas City, 205 Spencer Chemical Laboratories, 5100 Rockhill Road, Kansas City, MO 64110, USA
The University of Kansas Center of Excellence in Chemical Methodologies and Library Development, Structural Biology Center, 2121 Simons Drive, Lawrence, KS 66047, USA |
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| Abstract: | We describe the first report of the generation of 6,7-dehydrobenzofuran(6,7-benzofuranyne) from 6,7-dihalobenzofurans via metal-halogen exchange and elimination, in a manner similar to our previous work with 6,7-indole arynes. This benzofuranyne undergoes highly regioselective Diels-Alder cycloadditions with 2-substituted furans. |
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| Keywords: | Arynes Benzofurans Furans Dehydrobenzofuran Benzofuranyne Indole Indolyne Diels-Alder Cycloaddition Regioselective |
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