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

Tong-Yang Cao, Lin Qi* and Li-Jing Wang*

*College of Chemistry & Environmental Science, Hebei University, 180 Wusi Donglu, Baoding 071002, P. R. China, Email:,

T.-Y. Cao, L. Qi, L.-J. Wang, J. Org. Chem., 2023, 88, 3035-3045.

DOI: 10.1021/acs.joc.2c02729

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A facile switchable regioselective 7-endo or 6-exo iodocyclization of O-homoallyl benzimidates provides various iodo-substituted 1,3-oxazines and tetrahydro-1,3-oxazepines in a controllable manner under mild conditions and with excellent functional group compatibility. The products can further undergo substitution reactions to afford a series of functionalized heterocyclic molecules.

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Key Words

O-heteroycles, N-heterocycles, NIS

ID: J42-Y2023