Table 1: Effect of solvents on iodine-mediated de-N-tert-butoxycarbonylation of N-Boc-aniline (1a)a.

916960.table.001

EntrySolventTime Yieldb (%)

1DCM5 h94
2CH3CN6 h92
3Benzene9 h88
4Toluene12 h82
5No solvent30 min98

aAll the reactions were carried out using the tert-butyl phenylcarbamate (1a, 1.0 mmol) and iodine (0.08 mmol) at room temperature.
bIsolated yield.