Rh(III)-Catalyzed C(7)—H Formylmethylation of Indoline with Vinylene Carbonate

doi:10.6023/cjoc202302023

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Yanbo Zhang, Meng Sun. Rh(III)-Catalyzed C(7)—H Formylmethylation of Indoline with Vinylene Carbonate[J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2905-2912.

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Entry	Catalyst	Additive	Solvent	Yield/%
1	[Cp*RhCl₂]₂	AgSbF₆	THF	67
2	[Cp*RhCl₂]₂	AgSbF₆	DCE	78
3	[Cp*RhCl₂]₂	AgSbF₆	Toluene	92
4	[Cp*RhCl₂]₂	AgSbF₆	DME	68
5	[Cp*RhCl₂]₂	AgSbF₆	Dioxane	83
6	[Cp*RhCl₂]₂	AgSbF₆	TFE	n.r.
7	[Cp*RhCl₂]₂	AgOTf	Toluene	79
8	[Cp*RhCl₂]₂	AgNTf₂	Toluene	85
9	[Cp*RhCl₂]₂	AgOAc	Toluene	n.r.
10	[Cp*RhCl₂]₂	AgBF₄	Toluene	81
11^c	[Cp*RhCl₂]₂	AgSbF₆	Toluene	66
12^d	[Cp*RhCl₂]₂	AgSbF₆	Toluene	80
13	[Cp*RhCl₂]₂		Toluene	n.r.
14		AgSbF₆	Toluene	n.r.
15	RhCl₃	AgSbF₆	Toluene	n.r.
16	Rh₂(OAc)₄	AgSbF₆	Toluene	n.r.

Entry	Catalyst	Additive	Solvent	Yield/%
1	[Cp*RhCl₂]₂	AgSbF₆	THF	67
2	[Cp*RhCl₂]₂	AgSbF₆	DCE	78
3	[Cp*RhCl₂]₂	AgSbF₆	Toluene	92
4	[Cp*RhCl₂]₂	AgSbF₆	DME	68
5	[Cp*RhCl₂]₂	AgSbF₆	Dioxane	83
6	[Cp*RhCl₂]₂	AgSbF₆	TFE	n.r.
7	[Cp*RhCl₂]₂	AgOTf	Toluene	79
8	[Cp*RhCl₂]₂	AgNTf₂	Toluene	85
9	[Cp*RhCl₂]₂	AgOAc	Toluene	n.r.
10	[Cp*RhCl₂]₂	AgBF₄	Toluene	81
11^c	[Cp*RhCl₂]₂	AgSbF₆	Toluene	66
12^d	[Cp*RhCl₂]₂	AgSbF₆	Toluene	80
13	[Cp*RhCl₂]₂		Toluene	n.r.
14		AgSbF₆	Toluene	n.r.
15	RhCl₃	AgSbF₆	Toluene	n.r.
16	Rh₂(OAc)₄	AgSbF₆	Toluene	n.r.

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铑催化碳酸亚乙烯酯与吲哚啉C(7)位C—H甲酰甲基化反应

Rh(III)-Catalyzed C(7)—H Formylmethylation of Indoline with Vinylene Carbonate

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