Oxidative Heck reaction of heterocycles with internal olefins^a.

Entry	Variation of standard conditions	Yieldb (%)
1	Standard conditions	76
2	Pd(OAc)2, NiCl2 or [IrCp*Cl2]2 as the catalyst	n.r.
3	[RhCp*Cl2]2 as the catalyst	73
4	AgSbF6 instead of AgNTf2	65
5	Without [Ru(p-cymene)Cl2]2	n.r.
6	Without AgNTf2	27
7	Without NaOAc	Trace
8	HOAc, PivOH instead of NaOAc	30, 38
9	NaOTFA, NaOPiv instead of NaOAc	56, 67
10	Without Na2CO3·1.5H2O2	24
11	AgOAc, DTBP or Cu(OAc)2 as the oxidant	68, trace, 66
12	DCE, acetone, tBuOH, EA as the solvent	72, 34, 53, 22
13	30 °C, 60 °C or 80 °C	Trace, trace, 46
14	1-AdCO2H (0.5 equiv.), EtOH	<10

^aStandard conditions: 1a (0.10 mmol), 2a (0.20 mmol), [Ru(p-cymene)Cl₂]₂ (2 mol%), AgNTf₂ (5 mol%), NaOAc (30 mol%), Na₂CO₃·H₂O₂ (2.0 equiv.), GVL (1.0 mL), 100 °C, 12 h.

^bIsolated yield.