Construction of nine-membered N,N,O-heterocycles via Pd-catalyzed [6+3] dipolar cycloaddition.

A new approach for the synthesis of 9-membered N,N,O-heterocycles by Pd-catalyzed [6+3] dipolar cycloaddition of N -iminoisoquinolinium ylides and 2-vinyl oxetanes has been developed. The scope of this cycloaddition was demonstrated with 28 examples. This is another important synthetic strategy for medium-sized rings by employing N -iminoisoquinolinium ylides as ternary synthons.