. Author manuscript; available in PMC: 2009 Jan 15.

Published in final edited form as: J Org Chem. 2006 Apr 14;71(8):3198–3209. doi: 10.1021/jo0602221

Table 3.

Facile N-Arylation of Sulfonamides and Carbamates^a

entry	silylaryl triflate (equiv)	CsF (equiv)	time (h)	% isolated yield
1	1a (2.4)	4.0	24	80
2	1a (2.4)	4.0	24	78
3	1a (2.4)	4.0	24	99
4	1a (2.4)	4.0	24	100
5	1b (2.4)	4.0	24	92
6	1a (2.4)	4.0	24	99
7	1a (2.4)	4.0	24	100
8	1a (2.4)	4.0	24	91
9	1a (3.3)	2.0	24	75
10	1a (1.2)	2.0	24	87
11	1b (1.2)	2.0	12	91
12	1a (1.2)	2.0	12	94
13	1a (1.2)	2.0	12	98
14	1a (1.2)	2.0	12	72
15	1a (1.2)	2.0	24	0
16	1a (1.2)	2.0	12	60
17	1a (1.2)	2.0	5	96
18	1a (1.2)	2.0	5	93

All reactions were run under the following reaction conditions, unless otherwise specified: 0.25 mmol of the sulfonamide or amide and the indicated amount of silylaryl triflate and CsF were stirred in 3 mL of MeCN at room temperature.