A versatile combined N-heterocyclic carbene and base-catalyzed multiple cascade approach for the synthesis of functionalized benzofuran-3-(2H)-ones

Franz, Johannes F. and Fuchs, Patrick J. W. and Zeitler, Kirsten (2011) A versatile combined N-heterocyclic carbene and base-catalyzed multiple cascade approach for the synthesis of functionalized benzofuran-3-(2H)-ones. TETRAHEDRON LETTERS, 52 (51). pp. 6952-6956. ISSN 0040-4039,

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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. (C) 2011 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: STETTER REACTION; ENANTIOSELECTIVE SYNTHESIS; COOPERATIVE CATALYSIS; ACYLOIN CONDENSATIONS; ASYMMETRIC-SYNTHESIS; GAMMA-LACTAMS; EFFICIENT; ORGANOCATALYSIS; CONSTRUCTION; INHIBITORS; Benzofuranones; N-Heterocyclic carbene catalysis; Cascade catalysis; Retro-Michael reaction; Rearrangements; Hydroacylation
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Arbeitskreis Dr. Kirsten Zeitler
Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors
Depositing User: Dr. Gernot Deinzer
Date Deposited: 26 May 2020 05:10
Last Modified: 26 May 2020 05:10
URI: https://pred.uni-regensburg.de/id/eprint/19670

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