Table 1.

Optimization of reaction conditions^a.

entry	catalyst	solvent	yield (%)b
1	Mn(OAc)2	DCE	10
2	Mn(OAc)2	MeCN	10
3	Mn(OAc)2	PhCF3	62 (53)c
4	MnBr2	PhCF3	55
5	Mn(acac)2	PhCF3	54
6	Fe(OAc)2	PhCF3	42
7	Co(OAc)2	PhCF3	30
8	–	PhCF3	21
9d	Mn(OAc)2	PhCF3	49
10e	Mn(OAc)2	PhCF3	<1

^aConditions: 1a (0.100 mmol, 1.0 equiv), NBS (0.300 mmol, 3.0 equiv), TMSN₃ (0.200 mmol, 2.0 equiv), catalyst (10 mol %), bpy (10 mol %), solvent (0.50 mL). ^bThe ¹H NMR yields were determined using 1,1,2,2-tetrachloroethane as an internal standard. ^cIsolated yield. ^dWithout bpy. ^eWithout TMSN₃.