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9.9.1.1.1.2.6 Method 6: Palladium-Catalyzed Reaction of 1,3-Dicarbonyl Compounds with Prop-2-ynyl Carbonate

DOI: 10.1055/sos-SD-009-00244

König, B.Science of Synthesis, (20019196.

The palladium-catalyzed annulation of 1,3-dicarbonyl compounds, such as methyl 3-oxobutanoate or acetylacetone, with methyl prop-2-ynyl carbonate (56) yields alkylidenedihydrofurans 57, which can be converted directly into tri- and tetrasubstituted furans 58 via a [1,3]-H shift by passing them through a short silica-gel column (Scheme 20).[‌142‌,‌143‌]

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