Table 2.

Reaction of Acrylic and Propiolic Acids with Arynes^a

entry	acid	product	% yieldb
1			84
2			77
3c	28		53
4			78
5			82
6			56
7			76d
8			67e
9			74f
10g			56
11g			64

^aReaction conditions: 0.25 mmol of acid, 1.5 equiv of aryne precursor and 4.0 equiv of CsF in 15 mL of THF were heated in a closed vial at 125 °C for 18 h. Then an additional 0.5 equiv of aryne precursor and 1.0 equiv of CsF was added and the heating was continued at 125 °C for 6 h.

^bIsolated yield.

^c4,5-Dimethoxy-2-(trimethylsilyl)phenyl triflate was used as the aryne precursor.

^dThe E/Z ratio is ~1.8/1.

^eThe E/Z ratio is ~5.1/1.

^fThe yield also includes the product obtained after base-induced cyclization of the o-hydroxyaryl ketone (see the Supporting Information).

^gReaction conditions: 0.25 mmol of acid, 1.5 equiv of aryne precursor and 2.0 equiv of TBAT in 5 mL of toluene were heated at 60 °C for 24 h.