FeCl3-Mediated Synthesis of ß-Alkynyl Ketones via Domino Nucleophilic-Substitution/Intramolecular-Cyclization/Reverse Claisen Condensation of N-Cyclohexyl Propargylamines and 1,3-Diketones.

The Journal of organic chemistry

PubMedID: 25825953

Shang Y, Hu X, He X, Tao J, Han G, Wu F, Wang J. FeCl3-Mediated Synthesis of ß-Alkynyl Ketones via Domino Nucleophilic-Substitution/Intramolecular-Cyclization/Reverse Claisen Condensation of N-Cyclohexyl Propargylamines and 1,3-Diketones. J Org Chem. 2015;.
The synthesis of ß-alkynyl ketones was achieved in good to excellent yields by an iron-catalyzed domino reaction of N-cyclohexyl propargylamines and 1,3-diketones. A plausible mechanism involving nucleophilic substitution, intramolecular cyclization, and reverse Claisen condensation for this process is proposed.