Iodine-Mediated Neutral and Selective N-Boc Deprotection

Table 2

Iodine-mediated deprotection of N-tert butylcarbamates (1) (Scheme 1).

Entry	N-tert butylcarbamates (𝟏)	Time (min)	Product^a (𝟐)	Yield^b (%)	Yield^c(%) DCM solvent
1		30		98	94
2		50		90	82
3		90		92	80
4		120		90	80
5		90		82	80
6		120		90	85
7		150		86	80
8		60		92	85
9		120		90	85
10		90		82	78
11		100		85	80
12		150		82	76
13		180		80	72
14		240		86	80
15		120		84	78

^aAll the reactions were carried out using the N-tert butylcarbamate 1 (1.0 mmol) and iodine (0.08 mmol) at room temperature.
^bIsolated yield.
^cAll the reactions were carried out using DCM (5 mL) at room temperature for 5-6 h.