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Updated: Jun 14, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Base-Mediated Formal Denitrogenative Insertion of Nonactivated Triazoles into Aldehydes: Stereospecific Synthesis of
Liguo Teng1, Shaofan Wang1, Wenxiang Zhu1
1Faculty of Science, Kunming University of Science and Technology, Kunming 650500, China.
Abstract:
A base-mediated denitrogenative insertion of nonactivated N(1)-aryl-1,2,3-triazoles into aldehydes to construct trisubstituted (E)-acrylamides was developed. The reaction, which involves formal insertion of two atoms from the triazole into the aldehyde C═O bond with concomitant loss of nitrogen, proceeds at ambient temperature with complete stereocontrol. This method provides a highly efficient and straightforward means to construct functionalized acrylamides by employing readily available 1,2,3-triazoles and aldehydes as starting materials.
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