ChemInform Abstract: Claisen and Fries Rearrangement Studies of Some Naphthalene Derivatives.
Abstract
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ChemInform Abstract
Comparative Claisen rearrangement studies are performed in order to get naphthalene-based precursors of biologically active compounds. Claisen rearrangement of the acetate (I) leads to the desired naphthalene (III) in good yields, while the corresponding 4-hydroxy derivative (IV) gives after chemoselective methylation naphthalene (VI) . Additional acylation and following Lewis acid metiated Fries rearrangement yields the furan (IX) instead of the expected naphthalene (X).
