Switchable Regioselective 7-endo or 6-exo Iodocyclization of O-Homoallyl Benzimidates

We present a facile switchable regioselective 7-endo or 6-exo iodocyclization of O-homoallyl benzimidates here, which affords various iodo-substituted 1,3-oxazines and tetrahydro-1,3-oxazepines in a controllable manner. The products can further undergo substitution reactions to afford a series of rich functionalized target heterocyclic molecules. The developed protocol has the advantages of mild conditions, simple operation, and excellent functional group compatibility.

Automated summary

We describe a facile switchable regioselective 7-endo or 6-exo iodocyclization of O-homoallyl benzimidates, which provides a controllable synthesis of various iodo-substituted 1,3-oxazines and tetrahydro-1,3-oxazepines. These products can undergo further substitution reactions to yield a series of functionalized heterocyclic compounds. The developed protocol offers mild conditions, simplicity in operation, and excellent compatibility with functional groups.