Nature Communications

Table 1 Optimization of the reaction conditions^{a, b}

From: Photo-driven bifunctional iron-catalyzed one-pot assembling of indoles from arylamines and alkanes/carboxylic acids


Entry	Cat.	Acid (equiv.)	Solvent	Light	Yield [%]
1	FeCl₃·6H₂O	HBF₄ (1.0)	MeCN	405 nm	85
2	FeCl₃·6H₂O	HBF₄ (0.9)	MeCN	405 nm	83
3	FeCl₃·6H₂O	HBF₄ (0.8)	MeCN	405 nm	84
4	FeCl₃·6H₂O	HBF₄ (0.75)	MeCN	405 nm	92
5	FeCl₃·6H₂O	HBF₄ (0.7)	MeCN	405 nm	95
6	FeCl₃·6H₂O	HBF₄ (0.6)	MeCN	405 nm	81
7	FeCl₃·6H₂O	TFA	MeCN	405 nm	55
8	FeCl₃·6H₂O	TfOH	MeCN	405 nm	61
9	FeCl₃·6H₂O	HCOOH	MeCN	405 nm	trace
10	FeCl₃·6H₂O	KHSO₄	MeCN	405 nm	33
11	FeCl₂·4H₂O	HBF₄	MeCN	405 nm	88
12	Fe₂(SO₄)₃·xH₂O	HBF₄	MeCN	405 nm	N.D.
13	Fe(NO₃)₃·9H₂O	HBF₄	MeCN	405 nm	N.D.
14	FeBr₃	HBF₄	MeCN	405 nm	N.D.
15^c	Fe(NO₃)₃·9H₂O	HBF₄	MeCN	405 nm	56
16	CuCl₂	HBF₄	MeCN	405 nm	N.D.
17	FeCl₃·6H₂O	HBF₄	DMSO	405 nm	N.D.
18	FeCl₃·6H₂O	HBF₄	Acetone	405 nm	65
19	FeCl₃·6H₂O	HBF₄	MeCN	365 nm	67
20	FeCl₃·6H₂O	HBF₄	MeCN	395 nm	90
21	FeCl₃·6H₂O	HBF₄	MeCN	455 nm	41
22	FeCl₃·6H₂O	HBF₄	MeCN	CFL	37
23^d	FeCl₃·6H₂O	HBF₄	MeCN	405 nm	69
24^e	FeCl₃·6H₂O	HBF₄	MeCN	405 nm	91 (6 h)
25	-	HBF₄	MeCN	405 nm	N.D.
26	FeCl₃·6H₂O	HBF₄	MeCN	-	N.D.
27^f	FeCl₃·6H₂O	HBF₄	MeCN	405 nm	N.D.

N.D. not detected.
^a1a (10 equiv.), 1b (0.2 mmol, 1 equiv.), cat. (10 mol%), ^tBuONO (0.2 mmol, 1 equiv.), acid (0.7 equiv.), solvent (2 mL), N₂, rt, 30 W LED, 12 h.
^bIsolated yield.
^c30 mol% of TEAC was added.
^d5 mol% of FeCl₃·6H₂O was added.
^e50 mol% of TBACl was added.
^fUnder air.

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