Expedient Access to Functionalized Furan/3(2H)-furanone Ensembles via Microwave-Assisted Domino Reactions

Boris A. TrofimovA. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russian FederationCorrespondence[email protected]

Anton V. StepanovA. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russian Federation

Anastasiya G. Mal’kinaA. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russian Federation

Ol’ga G. VolostnykhA. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russian Federation

Olesya A. ShemyakinaA. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russian Federation

Igor’ A. UshakovA. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, Russian Federation

Abstract

A one-pot linkage between furan and 3(2H)-furanone rings has been effected via the microwave-assisted Et₃N-catalyzed domino condensation of the furan and benzofuran carboxylic acids with available cyanopropargylic alcohols (MeCN, 100 °C, 1.2 atm, 2–17 h). Despite involving a number of C-H-forming/breaking steps, the assembly is chemoselective and the final products, 5-(2-furyl)-3(2H)-furanones, are formed in 59–96% yields.

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Expedient Access to Functionalized Furan/3(2H)-furanone Ensembles via Microwave-Assisted Domino Reactions

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Expedient Access to Functionalized Furan/3(2H)-furanone Ensembles via Microwave-Assisted Domino Reactions

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