Indium(III) triflate is found to be an effective catalyst for the benzannulation reactions of o-alkynylbenzaldehydes with enolisable aldehydes, ketones, 1,3-diketones and β-keto esters. The reactions produce naphthyl ketones through ring opening of adducts arising from the inverse electron demand Diels-Alder reactions between in situ generated isochromenylium cations and enols. The main feature of the method is selective formation of naphthyl ketones in a highly regioselective manner without any decarbonylation.

Indium(III) triflate effectively catalyzes benzannulation reactions, enabling selective synthesis of naphthyl ketones without decarbonylation.

Organic & biomolecular chemistry

Indium(III) triflate-catalysed [4 + 2] benzannulation reactions of o-alkynylbenzaldehydes with enolisable carbonyl compounds: selective synthesis of naphthyl ketones.

Paper

Indium(III) triflate-catalysed [4 + 2] benzannulation reactions of o-alkynylbenzaldehydes with enolisable carbonyl compounds: selective synthesis of naphthyl ketones.

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