DOI: 10.1002/ejoc.70619 ISSN: 1434-193X

Rhodium‐Catalyzed Carbene Transfer to Isocyanides Using Zinc Carbenoids

Thomas R. Roose, Guillaume Voegeli, Max C. M. de Vries, Jordy M. Saya, Romano V. A. Orru, Eelco Ruijter

Transition metal‐catalyzed carbene transfer to isocyanides is a valuable approach to access structurally diverse ketenimines and their in situ transformation. However, expanding this method to electronically diverse ketenimines remains a daunting task, as most carbene transfer protocols still rely on hazardous diazo compounds as carbene precursors. In particular, diazo reagents lacking stabilizing functional groups are highly unstable and potentially explosive. This article demonstrates that Zn carbenoids derived from α‐acyloxyhalides provide a safe alternative carbene source for transition metal‐catalyzed carbene transfer to isocyanides.

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