An efficient intramolecular annulation of Morita-Baylis-Hillman (MBH) alcohols of propiolaldehydes is developed in the presence of ICl or PhSeSePh/PhSSPh-CuCl. This cyclization offers access to a wide variety of iodinated or chalcogenated 3-(chloromethyl)-2-pyrones in good yields. The chloromethyl group of the obtained 2-pyrones has been easily converted to introduce other handy functionalities, which allowed for further transformations to synthesize diverse 2-pyrone containing molecules.
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http://dx.doi.org/10.1021/acs.orglett.1c01466 | DOI Listing |
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