Latest Pre-Print Describes a Unique Sigma-Bond Annulation Process

The newest method to emerge from the group builds on our interest in developing catalytic strong activation reactions via β-X elimination. We have previously demonstrated that PdII(π-olefin) intermediates generated in this manner can be engaged in nucleopalladation / protodepalladation sequences to effect functional group metathesis of an outgoing C(sp3)–X (X = C, N, O, F, etc.) for a new C(sp3)–C or C(sp3)–N. In our newest pre-print, Hui-Qi, Jing-Chen, and collaborators from Pfizer extend the reach of this approach, demonstrating annulation of transiently generated PdII(π-olefin) intermediates via β-X elimination. In terms of synthetic planning, the reaction allows conversion of simply aliphatic alcohol, amine, and thiol compounds into valuable heterocyclic products. Especially exciting applications are in amino acid upgrading and heterocycle transfiguration. Congrats to the team!

For a link to the pre-print in ChemRxiv, click here: