Nature Communications

Table 1 The condition screening for our difluorocarbene-enabled 2-fluoroindole synthesis.

From: Difluorocarbene enables to access 2-fluoroindoles from ortho-vinylanilines


Entries	base	solvent	[:CF₂]	Yield (%)^a
1	K₂CO₃	CH₃CN	2a	76^b
2	KOH	CH₃CN	2a	45
3	Cs₂CO₃	CH₃CN	2a	60
4	Na₂CO₃	CH₃CN	2a	61
5	NaOH	CH₃CN	2a	trace
6	Na₃PO₄	CH₃CN	2a	56
7	K₃PO₄	CH₃CN	2a	93(90)^b
8	K₃PO₄	THF	2a	15
9	K₃PO₄	1,4-dioxane	2a	trace
10	K₃PO₄	DME	2a	trace
11	K₃PO₄	toluene	2a	n.r.
12	K₃PO₄	CH₃CN	2b	88
13	K₃PO₄	CH₃CN	2c	18
14	K₃PO₄	CH₃CN	2d	66
15	K₃PO₄	CH₃CN	2e	49
16	K₃PO₄	CH₃CN	2 f	57

Reaction condition: ^a1a (0.2 mmol), 2 (3 equiv, 0.6 mmol), base (3 equiv.), H₂O (0.1 mL), solvent (2 mL) under 90 °C for 12 h, N₂; GC yields; ^bisolated yields; under 25 °C.
n.r. no reaction.

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