Iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation of indols with benzeneselenols^a.

Entry	R	R1	3	Yieldb
1	H	H		83
2	H	4-Me		84
3	H	4-tBu		87
4	H	4-OMe		92
5	H	4-F		78
6	H	4-Cl		81
7	H	4-Br		83
8	H	4-CF3		75
9	H	4-NO2		69
10	H	Naphthyl		79
11	5-Me	4-Me		75
12	7-Me	4-Me		76
13	4-OMe	4-Me		74
14	5-OMe	4-Me		72
15	7-OMe	4-Me		67
16	4-OCH2Ph	4-Me		66
17	6-Cl	4-Me		90
18	7-Cl	4-Me		91
19	3-Me	4-Me		65

^aUnless otherwise noted, reaction conditions were 1 (0.5 mmol), 2 (0.75 mmol), FeCl₃ (5 mol%), DBU (2 equiv.), under a O₂ atmosphere, 1,4-dioxane (5 mL), 80 °C for 10 h.

^bIsolated yield.