t-BuOK/DMF-Promoted C-3 Sulfuration of Oxindoles via a Radical Process

doi:10.6023/cjoc202412024

Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (9): 2898-2905.DOI: 10.6023/cjoc202412024 Previous Articles Next Articles

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t-BuOK/DMF促进的通过自由基过程实现吲哚酮的C-3位硫化反应

王丽丽, 张洲, 王廷良, 王兴兰, 毛远湖, 张吉泉^*()

贵州医科大学药学院贵州省化学合成药物研发利用工程技术研究中心贵阳 561113

收稿日期:2024-03-11 修回日期:2024-04-18 发布日期:2024-05-10
通讯作者: 张吉泉
基金资助:
国家自然科学基金(22267003); 贵州省自然科学基金(ZK[2023]305); 贵州省自然科学基金(ZK[2024]170); 贵州省优秀青年科技人才计划(YQK[2023]030); 贵州医科大学优秀青年人才计划([2022]102)

t-BuOK/DMF-Promoted C-3 Sulfuration of Oxindoles via a Radical Process

Lili Wang, Zhou Zhang, Tingliang Wang, Xinglan Wang, Yuanhu Mao, Jiquan Zhang()

Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, College of Pharmacy, Guizhou Medical University, Guiyang 561113

Received:2024-03-11 Revised:2024-04-18 Published:2024-05-10
Contact: Jiquan Zhang
Supported by:
National Natural Science Foundation of China(22267003); Guizhou Provincial Basic Research Program (Natural Science)(ZK[2023]305); Guizhou Provincial Basic Research Program (Natural Science)(ZK[2024]170); Guizhou Provincial Excellent Young Talents Plan(YQK[2023]030); Excellent Young Talents Plan of Guizhou Medical University([2022]102)

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Lili Wang, Zhou Zhang, Tingliang Wang, Xinglan Wang, Yuanhu Mao, Jiquan Zhang. t-BuOK/DMF-Promoted C-3 Sulfuration of Oxindoles via a Radical Process[J]. Chinese Journal of Organic Chemistry, 2024, 44(9): 2898-2905.

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References 36

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t-BuOK/DMF促进的通过自由基过程实现吲哚酮的C-3位硫化反应

t-BuOK/DMF-Promoted C-3 Sulfuration of Oxindoles via a Radical Process

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Entry	Base	Solvent	Yield^b/%
1	t-BuOK	DMSO	52
2	t-BuOK	DMF	65
3	t-BuOK	CH₃CN	62
4	t-BuOK	1,4-Dioxane	60
5	t-BuOK	EtOAc	24
6	t-BuOK	CH₂Cl₂	NR^c
7	K₂CO₃	DMF	30
8	NaOH	DMF	24
9	MeONa	DMF	Trace
10	Triethylamine (TEA)	DMF	11
11	DBU	DMF	42
12	t-BuOK (1.5 equiv.)	DMF	84
13	t-BuOK (2.0 equiv.)	DMF	65
14	t-BuOK (1.5 equiv.)	DMF	88^d
15	t-BuOK (1.5 equiv.)	DMF	70^e
16	t-BuOK (1.5 equiv.)	DMF	20^f

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