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

A regioselective C2-H arylation and C8-H alkylation of naphthalene ring for synthesizing spirocyclic oxindoles has been achieved by palladium-catalyzed domino reaction. [Display omitted] A simultaneous C2-H arylation and C8-H alkylation of naphthalene ring has been achieved by palladium-catalyzed ca...

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Bibliographic Details
Published in:Chinese chemical letters 2021-02, Vol.32 (2), p.713-716
Main Authors: Luo, Xiai, Li, Wenguang, Lu, Haiyan, Deng, Guobo, Yang, Yuan, Yang, Chunming, Liang, Yun
Format: Article
Language:English
Subjects:
Cascade reaction
Naphthalene ring
Palladium-catalyzed
Regioselective C-H activation
Spirocyclic oxindoles
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Summary:A regioselective C2-H arylation and C8-H alkylation of naphthalene ring for synthesizing spirocyclic oxindoles has been achieved by palladium-catalyzed domino reaction. [Display omitted] 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.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2020.07.005