6-Endo Heck Cyclization of 3-(2-Iodophenoxy)methylbenzofurans: A Useful Approach to Pterocarpenes |
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| Authors: | Katherine J. Fowler Jillian L. Ellis |
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| Affiliation: | Department of Chemistry , University of Dayton , Dayton , Ohio , USA |
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| Abstract: | Mitsunobu coupling of 3-hydroxymethylbenzofurans with o-iodophenols affords 3-(2-iodophenoxy)methylbenzofurans which under go a useful 6-endo Heck cyclization under Jeffery conditions to afford pterocarpene-type heterocycles. The unsubstituted parent pterocarpene thus prepared was readily converted to coumestan via subsequent PCC oxidation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. |
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| Keywords: | Coumestan 6-endo cyclization Heck reaction 3-hydroxymethylbenzofuran isoflavonoid Mitsunobu reaction o-iodophenol pterocarpene |
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