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Updated: Jun 19, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Synthesis of β-Carbonyl α-Iminoamides by Double Insertion of Isocyanides into Aldehydes
Di Lu1, Shaohang Lu1, Chang-Hua Ding2
1Department of Chemistry, Shanghai University, Shanghai 200444, People's Republic of China.
Abstract:
An unprecedented trimethylsilyl trifluoromethanesulfonate (TMSOTf)-promoted selective double insertion of isocyanides into aldehydes was developed, providing an efficient protocol for synthetically challenging β-carbonyl α-iminoamides. The given approach is applicable for a diverse selection of readily accessible aldehydes, along with isocyanides serving as essential precursors for "amide" and "imine" scaffolds. The versatile transformations of the given products were demonstrated, and the pivotal intermediates for the plausible mechanism were identified.
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