14 Carbon monoxide made simple: novel approach to the generation, utilization, and scrubbing of 14 carbon monoxide

A new method is reported for the efficient generation of 14 CO that can be applied in transition metal‐catalyzed carbonylation reactions. 14 CO is produced by palladium‐catalyzed decarbonylation of the stable acid chloride, 14 COgen. When combined in a two‐chamber system, the produced 14 CO is incorporated into the target molecule with high efficiency. As the carbonylation chemistry is performed under mild conditions, this allows the 14 C isotope to enter the synthesis into an advanced stage intermediate. The presented work includes two aminocarbonylations, one amidocarbonylation, and one carbonylative Suzuki–Miyaura coupling, all installing the 14 C isotope in the final step of the synthesis. Finally, the identification of a highly efficient scrubber for the safe trapping and removal of any leftover 14 CO is also disclosed.