Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition?

Add time:07/13/2019    Source:sciencedirect.com

1-(Het)aryl-3-bromoprop-2-ynones react with 2-(2-furyl)pyrrole in the Al2O3 or K2CO3 dispersion (room temperature, 1 h) to afford the cross-coupling products either at the furan or pyrrole rings. Furan and 2-methylfuran with 3-bromo-1-phenylprop-2-ynone under the same conditions give the Diels–Alder cycloadducts, while furan-2-carbaldehyde andits acetals are inactive.

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