Disulfonimide catalyzed asymmetric intramolecular hydroamination of alkenyl thioureas: Concentration effect in the hydroamination

Disulfonimide (DSI)-catalyzed asymmetric intramolecular hydroamination of alkenyl thiourea was examined. The reaction proceeded even under dilute concentrations and high temperatures, and the hydroamination product was obtained with good chemical yield and moderate enantioselectivity. The density functional theory (DFT) calculations on the reaction supported the mechanism in which the thiourea moiety of the alkenyl amine acted as a dual hydrogen bond donor. (c) 2021 Elsevier Ltd. All rights reserved.

Automated summary

The study examined the asymmetric intramolecular hydroamination of alkenyl thiourea catalyzed by Disulfonimide (DSI). The reaction proceeded even under dilute concentrations and high temperatures, yielding the hydroamination product with good chemical yield and moderate enantioselectivity. Density functional theory (DFT) calculations supported a mechanism involving the thiourea moiety of the alkenyl amine as a dual hydrogen bond donor.