. Author manuscript; available in PMC: 2014 Dec 20.

Published in final edited form as: J Org Chem. 2013 Nov 19;78(24):10.1021/jo4023233. doi: 10.1021/jo4023233

Table 1.

Scope of the Trifluoromethylation of Aryl- and Heteroaryltrifluoroborates^a


Entry	Substrate	Method ^a	Product	Yield ^b
1	1a	A	2a	99% (93%)
2	1b	A	2b	21% (14%)
3	1c	A	2c	66% (50%)
4	1d	A	2d	28% (−)
5	1e	B	2e	61% (34%)
6	1f	B	2f	27% (−)
7	1g	A	2g	67% (64%)
8	1h	A	2h	48% (−)
9	1i	A	2i	43% (24%)
10	1j	A	2j	53% (−)
11	1k	B	2k	6% (−)

Conditions A: NaSO₂CF₃ (3.0 equiv), TBHP (5.0 equiv), CuCl (1.0 equiv), CH₂Cl₂/MeOH/H₂O, 1:1:0.8 ([1] = 0.1 M), open flask, rt, 12 h; conditions B: NaSO₂CF₃ (3.0 equiv), TBHP (4.0 equiv), (CH₃CN)CuPF₆ (1.0 equiv), NaHCO₃ (1.0 equiv), MeOH ([1] = 0.1 M), open flask, rt, 12 h.

Yields determined by ¹⁹F analysis; isolated yields are reported in brackets.