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. Author manuscript; available in PMC: 2013 Oct 17.
Published in final edited form as: J Am Chem Soc. 2012 Oct 3;134(41):17262–17273. doi: 10.1021/ja307497h

Table 3.

Optimization of the Palladium-Mediated Cyclization Reaction.a

graphic file with name nihms-412503-t0041.jpg

entry subs. solvent mol%
Pd		 ligand base T
(°C)		 yield
1 39 DMF 40 dppf K2CO3 50 <5%
2 39 THF 80 PPh3 Cs2CO3 50 31%
3 39 THF 100 PPh3 TEA 50 <5%
4 39 THF 100 PPh3 Ag3PO4 50 dec.
5 39 PhCH3 75 PS-PPh3 Ag2CO3 80 22%
6 39 PhCH3 100 PS-PPh3 Ag2CO3 80 40%
7 50 PhCH3 100 PS-PPh3 Ag2CO3 80 79%
8 50 PhCH3 25 PS-PPh3 Ag2CO3 80 86%
a

Conditions: 1–2 equiv of ligand (with respect to palladium) and 2–3 equivalents of base (with respect to substrate) were employed.