Table 2.

Silyl Aryl Iodide Reactions^a

entry	aryne precursor	16	yield (%) (16/17)
1			74 3.7:1.0
2			71b 3.1:1.0
3			58c 2.4:1.0
4			63 2.9:1.0
5			58 2.8:1.0
6			82 4.5:1.0
7			60 2.8:1.0

^aReaction conditions: Aryne precursor (0.3 mmol), CsF (3 equiv), CF₃SSCF₃ (3.5 equiv), DME (2 mL), 37–46 h. Yields are isolated yields.

^b3,6-Dimethoxy-2-trifluoromethylthioiodobenzene (23%) also isolated.

^cYield determined by NMR with PhCF₃ as an internal standard. Please see Supporting Information for details.