Palladium-Catalyzed Unimolecular Fragment Coupling of N-Allylamides Bearing a Tethered Nucleophile with the Translocation of an Amide Group

Abstract

The palladium-catalyzed reaction of N-allylamides bearing a tethered nucleophile results in the extrusion of an amide moiety in the form of an isocyanate, with its subsequent capture by the pendant nucleophile­. This reaction involves the net catalytic transposition of an amide group.

Key words

palladium catalyst - C–N bond activation - amides - isocyanates - elimination - rearrangement

Publication History

Received: 19 November 2022

Accepted after revision: 30 January 2023

Accepted Manuscript online:
30 January 2023

Article published online:
06 March 2023

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