Citation: Xiai Luo, Wenguang Li, Haiyan Lu, Guobo Deng, Yuan Yang, Chunming Yang, Yun Liang. Palladium-catalyzed cascade synthesis of spirocyclic oxindoles via regioselective C2-H arylation and C8-H alkylation of naphthalene ring[J]. Chinese Chemical Letters, ;2021, 32(2): 713-716. doi: 10.1016/j.cclet.2020.07.005 shu

Palladium-catalyzed cascade synthesis of spirocyclic oxindoles via regioselective C2-H arylation and C8-H alkylation of naphthalene ring

Xiai Luo ^{a, b} ,
Wenguang Li ^a ,
Haiyan Lu ^a ,
Guobo Deng ^a ,
Yuan Yang ^{a, *,} ,
Chunming Yang ^{a, *,} ,
Yun Liang ^{a, *,}

a.
National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China
b.
Hunan University of Medicine, Huaihua 418000, China

yuanyang@hunnu.edu.cn

chunmingyang@126.com

yliang@hunnu.edu.cn

Received Date: 17 May 2020
Revised Date: 21 June 2020
Accepted Date: 3 July 2020
Available Online: 4 July 2020

Figures(5)

A simultaneous C2-H arylation and C8-H alkylation of naphthalene ring has been achieved by palladium-catalyzed cascade reaction of N-(2-halophenyl)-2-(naphthalen-1-yl)acrylamides with aryl iodides, which provides an efficient method for synthesizing various aryl-substituted spirocyclic oxindoles. The protocol enables three CC bonds formation via an intramolecular Heck reaction and sequentially regioselective CH bond activation.
- Palladium-catalyzed,
- Cascade reaction,
- Regioselective C-H activation,
- Naphthalene ring,
- Spirocyclic oxindoles
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