Table 1.

Optimization of reaction conditions^a

Entry	Variation from the standard conditions	Yield (%)b	Z/E b
1	None	96	19:1
2	Without citric acid	44	10:1
3	Without DPPE	95	12:1
4	Without KI	0
5	Acetic acid instead of citric acid	79	13:1
6	t-BuOK instead of citric acid	0
7	10 °C	67	10:1
8	50 °C	99	12:1
9	70 °C	99	12:1
10	MeCN/DMF = 1:1	80	9:1
11c	Pt foil as an anode	71	9:1
12c	Pt foil as a cathode	66	9:1
13	15 mA, 3 h	84	13:1
14	5 mA, 8 h	0

DPPE 1,2-bis(diphenylphosphino)ethane, DMF N,N-dimethylformamide, ¹⁹F NMR fluorine-19 nuclear magnetic resonance

^aStandard conditions: 1aa (0.5 mmol), citric acid (10 mol%), DPPE (20 mol%), KI (50 mol%), MeCN (5 mL), with 0.1 M n-Bu₄NClO₄ as electrolyte. A Pt minigrid electrode (52 mesh, 1 × 1.5 cm²) as an anode and a Pt wire (diameter = 0.5 mm, height = 2.0 cm) as a cathode, an undivided cell, constant current = 10  mA, 4  h, room temperature, 3.0 F mol⁻¹

^bYields and Z/E ratios were determined by ¹⁹F NMR analysis of the crude reaction mixture using fluorobenzene as the internal standard

^c Pt foils (1.0 × 1.5 cm²)