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. Author manuscript; available in PMC: 2014 May 17.
Published in final edited form as: J Org Chem. 2013 Apr 29;78(10):4744–4761. doi: 10.1021/jo400222c

Table 3.

Solvents in the Aromatic Decarboxylation (Scheme 3)a

Entry Solvent Conv. (%)b
1 5% DMSO-DMF 81
2 5% DMSO-DMFc 85
3 DMSO 32
4 DMF 53
5 xylenes 73
6 MeOHd 43
7 MeOH 70
8 EtOH 56
9 CF3CH2OH 58
10 i-PrOH 81
a

Reaction conditions: initial concentration [6] = 0.10 M and [Pd(O2CCF3)2] = 0.020 M, 10 equiv CF3CO2H, 3.0 mL solvent, 70 °C, 24 h.

b

GC monitoring with biphenyl as internal standard.

c

Distilled solvents.

d

No added CF3CO2H.