KI-Promoted Oxidative Coupling of Styrenes with Indoles under Metal-Free Conditions: Facile Access to C-3 Dicarbonyl Indoles

Bochao Zhou; Shiyu Guo; Zheng Fang; Zhao Yang; Chengkou Liu; Wei He; Ning Zhu; Xin Li; Kai Guo

doi:10.1055/s-0037-1611888

Synthesis, Table of Contents

Synthesis 2019; 51(18): 3511-3519
DOI: 10.1055/s-0037-1611888

paper

KI-Promoted Oxidative Coupling of Styrenes with Indoles under Metal-Free Conditions: Facile Access to C-3 Dicarbonyl Indoles

Bochao Zhou

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Shiyu Guo

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Zheng Fang

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Zhao Yang

^bSchool of Engineering, China Pharmaceutical University, No. 639 Longmian Avenue, Nanjing 211198, P. R. of China

,

Chengkou Liu

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Wei He

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Ning Zhu

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Xin Li

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

,

Kai Guo∗

^aCollege of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China

^cState Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, 30 Puzhu Rd S., Nanjing 211816, P. R. of China Email: guok@njtech.edu.cn

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Abstract

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Abstract

A new and efficient method for the synthesis of C-3 dicarbonyl indoles via oxidative cross-coupling of styrenes with indoles under metal-free conditions has been developed. Moreover, a broad scope of C-3 dicarbonyl indoles in moderate to good yields were obtained, and a plausible mechanism is proposed based on control and isotope-labeling experiments.

Key words

styrenes - metal free - dicarbonyl indoles - synthetic methods

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References

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