. Author manuscript; available in PMC: 2011 Mar 24.

Published in final edited form as: J Am Chem Soc. 2010 Mar 24;132(11):3965–3972. doi: 10.1021/ja910900p

Table 3.

Arylation of Secondary C-H Bonds^a


entry	amide	solvent, T, base	major product	yield, %
1		t-Amyl-OH 90 °C, Cs₃PO₄		79
2		t-Amyl-OH 90 °C, Cs₃PO₄		81
3		t-Amyl-OH 90 °C, CS₃PO₄		63 all-cis 16 cis-trans
4		Neat 90 °C, AgOAc		69 all-cis 13 cis-trans
5		t-Amyl-OH 90 °C, Cs₃PO₄		52 all-cis only
6		t-Amyl-OH 110 °C, Cs₃PO₄		52
7		t-Amyl-OH 90 °C, Cs₃PO₄		76
8		Neat 90 °C, AgOAc		64

Amide (1 equiv), Pd(OAc)₂ (0.05 equiv), base (1.5-3.3equiv), and ArI (2-4 equiv) Yields are isolated yields. See the Supporting Information for details.