Table 1. Optimization Reactions.

entry	base	solvent	concn (M)	temp (°C)	time (h)	yielda (%)
1	Na2CO3	TFE	0.25	rt	4	94
2	Na2CO3	TFE	0.25	0	6	61
3b	Na2CO3	TFE	0.25	rt	6	91
4	Na2CO3	THF	0.25	rt	18	no rxn
5	NEt3	HFIP	0.25	rt	16	42
6	K2CO3	HFIP	0.25	rt	8	40
7	Cs2CO3	HFIP	0.25	rt	12	46
8	Na2CO3	HFIP	0.25	rt	4	89
9b	Na2CO3	HFIP	0.25	rt	18	66
10	Na2CO3	HFIP	0.50	rt	6	39

^aIsolated yield.

^b2 equiv of indole, 1 equiv of haloamide.