. 2009 Dec 10;14(12):5169–5178. doi: 10.3390/molecules14125169

Table 1.

Screening reaction condition for N-arylation of iodobenzene with pyrrole.

Entry	Cat (mol %)	Temp (°C)	Time (h)	Base	Conv. (%)^a
1	3 mol%	180	8	KO^tBu	51
2	3 mol%	180	18	KO^tBu	81
3	5 mol%	150	8	KO^tBu	22
4	5 mol%	180	8	KO^tBu	59
5	5 mol%	180	12	K₂CO₃	9
6	5 mol%	180	12	KOH	71
7	5 mol%	180	12	KO^tBu	72
8	5 mol%	180	18	KO^tBu	96
9	recovered from # 8	180	18	KO^tBu	94
10	recovered from # 9	180	18	KO^tBu	92
11	recovered from # 10	180	18	KO^tBu	92
12	recovered from # 11	180	18	KO^tBu	90
13	recovered from # 12	180	18	KO^tBu	96
14	recovered from # 13	180	18	KO^tBu	96
15	recovered from # 14	180	18	KO^tBu	94
16	recovered from # 15	180	18	KO^tBu	96
17	recovered from # 16	180	18	KO^tBu	87

^a Determined by ¹H-NMR. Yields are based on the amount of iodobenzene used.