REACTION OF TRANSITION METAL CARBONYLS WITH HETEROCYCLIC SYSTEMS. VI. THE INTERACTION OF Fe2(CO)9 WITH N-BENZYLOXYPIPERIDINE AND RELATED COMPOUNDS

Article abstract of DOI:10.1016/S0022-328X(00)81383-2

N-Benzyloxypiperidine exhibits an unexpected type of reactivity toward Fe2(CO)9.Benzaldehyde and N-formylpiperidine are formed, most probably in a concerted manner, as revealed by deuterium-labeling experiments.Several mechanistic details of this reaction have been elucidated.The nature of the reaction contrasts with that of N-propyloxy-N-methylaniline, which upon treatment with Fe2(CO)9 undergoes insertion of a CO group into the N-O bond to generate a carbamate.