Table 7.

Yields of 3a and 4 in the model reductive cyclization using dihaloalkanes with different types of terminal halogens^a.

Entry	Type of X	3ab (%)	4b (%)
1	Br (2a)	78	11
2	Cl (2b)	6	72
3	I (2c)	14	13

^aExperimental conditions: cathode, GC plate; anode, Pt plate; electricity, 2.15 F mol⁻¹; current density, 12.7 mA cm⁻²; electrode distance, 40 μm; solvent, THF; substrate, 0.06 M benzylideneaniline (1) and 0.12 M 1,4-dihaloalkane (2a, 2b, or 2c); base added, 0.06 M DBU; supporting electrolyte, 0.14 M n-Bu₄N∙ClO₄; flow rate, 11 mL h⁻¹ (residence time, 3.9 s). ^bDetermined by HPLC.