A versatile combined N-heterocyclic carbene and base-catalyzed multiple cascade approach for the synthesis of functionalized benzofuran-3-(2H)-ones |
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Authors: | Johannes F. FranzPatrick J.W. Fuchs Kirsten Zeitler |
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Affiliation: | Institut für Organische Chemie, Universität Regensburg, Universitätsstrasse 31, D-93053 Regensburg, Germany |
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Abstract: | Functionalized 2,2-disubstituted benzofuran-3-(2H)-ones have been synthesized from simple aldehyde building blocks in a combined NHC- and base-catalyzed one-pot cascade reaction in moderate to excellent yields. This modular approach comprises a NHC-catalyzed hydroacylation/Stetter reaction sequence followed by a retro-Michael, 1,3-H shift and oxa-Michael cascade rearrangement promoted by strong bases. |
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Keywords: | Benzofuranones N-Heterocyclic carbene catalysis Cascade catalysis Retro-Michael reaction Rearrangements Hydroacylation |
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