Journal
HETEROCYCLES
Volume 99, Issue 1, Pages 145-170Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-18-S(F)5
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The ring-contraction reaction of electron-deficient 3-silyl-2H-chromenes to 2-benzylbenzofurans under mild conditions was developed. CsF efficiently promoted the reaction at room temperature or 80 degrees C to afford a variety of 2-benzylbenzofurans in good yields. 3-Silyl-2H-chromenes having strong electron-withdrawing groups smoothly afforded the desired products. The reaction is proposed to proceed through an allenyl intermediate or dyotropic rearrangement.
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