Two short syntheses of b-llapachone (1) from readily available naphthols 2a,b and 3-methylbut-2-enal via a mild phenylboronic acid-mediated cyclization to 2H-chromenes 3a,b is reported.
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The use of a lithiation reaction to transform the bromoarylcarbamate 8a into the corresponding benzo[b]naphtho[2,3-d]furan-6,11-dione (2) is described.
Synthesis of Benzo[b]naphtho[2,3-d]furan-6,11-dione via One-Pot Remote Anionic Fries Rearrangement and MetalationReaction. -An anionic Fries-rearrangement of the bromoarylcarbamate (VI) under optimized conditions affords the pharmaceutically interesting quinone (VII), an oxidation product of β-brazan. -(AZEVEDO, M. S.; ALVES, G. B. C.; CARDOSO, J. N.; LOPES, R. S. C.; LOPES*, C. C.; Synthesis 2004, 8, 1262-1268; Dep. Quim. Anal., Inst. Quim., Univ. Fed. Rio de Janeiro,
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