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Updated: May 3, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Direct transformation of arylpropynes to acrylamides via a three-step tandem reaction
1Department of Chemistry, Tongji University, Shanghai 200092, P. R. China.
Abstract:
A novel and metal-free acrylamides formation between arylpropynes and hydroxylamine hydrochloride through sp(3) C-H and C-C bond cleavage has been achieved with DDQ as an oxidant. The mechanistic study shows that the acrylamides are formed through a three-step tandem sequence, including cross-dehydrogenative-coupling (CDC) reaction, aza-Meyer-Schuster rearrangement and Beckmann rearrangement.
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