Double addition of organoaluminum reagents onto nitriles to access diethynyl carbinamines

Abstract

The reactivity of organoaluminum reagents with acyl cyanohydrins was studied using two methods for preparing the nucleophilic species. Mild and chemoselective conditions were developed and the unprecedented double addition of dimethylalkynylaluminums onto nitriles provided access to a wide range of substituted diethynyl carbinamines in good to excellent yields (>20 examples).

Supplementary files

Article information

Article type
Communication
Submitted
02 Jun 2025
Accepted
17 Jul 2025
First published
18 Jul 2025

Org. Biomol. Chem., 2025, Accepted Manuscript

Double addition of organoaluminum reagents onto nitriles to access diethynyl carbinamines

M. Pearson-Long, P. Bertus, F. Boeda and H. G. Nguyen, Org. Biomol. Chem., 2025, Accepted Manuscript , DOI: 10.1039/D5OB00911A

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