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Updated: Dec 14, 2025
Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
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Silver(I)-Mediated Cascade Reaction of 2-(1-Alkynyl)-2-alken-1-ones with 2-Naphthols
Zhanhuan Li1, Jingyi Peng1, Chonglong He1
1Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, P.R. China.
Abstract:
An efficient cascade reaction of 2-(1-alkynyl)-2-alken-1-ones with 2-naphthols promoted by silver trifluoroacetate is disclosed, providing an expeditious access to 1,2-dihydronaphtho[2,1-b]furans with moderate to good yields. This domino process involves highly regio- and diastereoselective sequential cyclization/nucleophilic addition/oxidative ring opening/oxa-Michael addition reactions to construct three new chemical bonds and one new five-membered ring. A gram-scale experiment and the preliminary results to develop an asymmetric variant are also presented to show the practicality and potential of the current reaction.
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