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. Author manuscript; available in PMC: 2013 Oct 5.
Published in final edited form as: J Org Chem. 2012 Sep 26;77(19):8648–8656. doi: 10.1021/jo3016192

Table 3.

Investigation of Different Arynes in the Pd-Catalyzed Annulation of o-Halobenzamide 1ga

graphic file with name nihms410817t28.jpg
entry aryne % yield of 3b
1 graphic file with name nihms410817t29.jpg (3gb) 50
2 graphic file with name nihms410817t30.jpg (3gc) 46
3 graphic file with name nihms410817t31.jpg (3gd) 43
a

Representative procedure: 1g (0.25 mmol), 2.0 equiv of 2, 5.0 equiv of CsF, 5 mol % Pd(OAc)2, 10 mol % dppm, 1.0 equiv of Na2CO3 in 5 ml of 4:1 toluene/MeCN at 110 °C for 16–24 h.

b

Isolated yield.