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. Author manuscript; available in PMC: 2014 Apr 1.
Published in final edited form as: Tetrahedron. 2013 Feb 4;69(13):2789–2798. doi: 10.1016/j.tet.2013.01.078

Table 5.

Reaction of 2-Alkynoic Acids with Arynes.a

graphic file with name nihms442645u6.jpg
entry R product yieldb (%)
1 Ph 48 56
2 Me 49 64
3 H 50 71c
a

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

b

Isolated yield.

c

Reaction conditions: 0.25 mmol of the carboxylic acid, 1.5 equiv of the aryne precursor and 2.0 equiv of TBAT in 15 mL of THF were heated at 65 °C for 24 h.