Bulletin of the Chemical Society of Japan p. 3682 - 3686 (1991)
Update date:2022-08-04
Topics:
Khan, Muhammad Akram
The hitherto unknown Claisen rearrangement of 2-phenylsulfinyl-2-propenyl phenyl ethers to the corresponding 2-(2-phenylsulfinyl-2-propenyl)phenols is reported.The latter compounds underwent Michael reactions with a variety of nucleophiles to provide functionalized phenolic adducts.O-Alkylation of the initial rearrangement products with 3-bromo-2-phenylsulfinyl-1-propene and 2,3-dibromo-1-propene followed by <3,3> sigmatropic rearrangement provided a promising route to 7-substituted 2-methylbenzofurans.
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Doi:10.1016/S0008-6215(00)85575-5
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