. 2014 Jun 11;136(28):10139–10147. doi: 10.1021/ja5049303

Table 1. Reaction Conditions for the S_NAr of 2-Fluoropyridines.

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NuH	base	solvent	temp (°C)	time (h)	conv (%)
1, 2, or 3° alcohol	KO^tBu	THF	50	3	100
ArOH	KO^tBu	DMF	80	6	100
1 or 2° amine	ⁱPr₂NEt	DMSO	120	18	100
amide (N–H)	NaH	DMF	100	3	100
N-heterocycle	NaH	DMF	100	1–3	100
KCN (3 equiv)		DMSO	120	18	∼80
NaSR		THF	50	3	100

Table 1. Reaction Conditions for the SNAr of 2-Fluoropyridines.