Entries 1-6 (Chart 4) varied the equivalents of TBSAB, the highest conversion was observed with 2.0 equivalents (entry 4). Entry 7 (Chart 4) shows that an inert atmosphere is essential to the reaction. The use of polar protic solvents led to the unwanted breakdown of the N(sp 2 )-sulfamate to the aniline starting material (Chart 4, entries 8 and 9). This was confirmed via treatment of an authentic sample of the sulfamate.