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Updated: Mar 5, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Direct Csp2-H enolization: an allenoate alkylation cascade toward the assembly of multi-substituted furans
1Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur-208016, U.P., India.
Abstract:
A new disconnection toward tri- and tetrasubstituted furans has been conceptualized and demonstrated. A mild, base-mediated reaction of an allenoate pronucleophile with α-halo ketones/dicarbonyl compounds results in a Csp2-alkylation/enolization/O-vinylation sequence to ultimately afford substituted furan derivatives. The reaction offers a broad scope, provides a facile access to alkyl and aryl substituted furans, and demonstrates the application of the allene functionality as a two-carbon component in the construction of furans.
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