Cu(II)- or Co(II)-Catalyzed C(SP3)–H oxidation of N,N-dimethylaminoethanol: facile synthesis of methylene-bridged biindoles and 3-formylindoles selectively

Min Yan; Robert C. Hider; Yongmin Ma

doi:10.1039/C9QO00097F

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Cu(ii)- or Co(ii)-Catalyzed C(SP₃)–H oxidation of N,N-dimethylaminoethanol: facile synthesis of methylene-bridged biindoles and 3-formylindoles selectively†

Min Yan,^ab Robert C. Hider

^c and Yongmin Ma

*^ab

Author affiliations

* Corresponding authors

^a School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, PR China
E-mail: yongmin.ma@zcmu.edu.cn

^b School of Pharmaceutical Science, Zhejiang Chinese Medical University, Hangzhou, PR China

^c Institute of Pharmaceutical Science, King's College London, Franklin-Wilkins Building, Stamford Street, London, UK

Abstract

Methylene-bridged biindoles and 3-formylindoles were selectively synthesized using a new carbon donor N,N-dimethylethanolamine, catalyzed by CuCl₂ and CoCl₂ respectively. A high conversion rate and good regioselectivity were achieved. Oxygen atmosphere promoted the reaction toward the conversion of 3-formylindoles.

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Article information

DOI: https://doi.org/10.1039/C9QO00097F
Article type: Research Article
Submitted: 22 Jan 2019
Accepted: 27 Feb 2019
First published: 01 Mar 2019

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Org. Chem. Front., 2019,6, 1168-1172

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Cu(II)- or Co(II)-Catalyzed C(SP₃)–H oxidation of N,N-dimethylaminoethanol: facile synthesis of methylene-bridged biindoles and 3-formylindoles selectively

M. Yan, R. C. Hider and Y. Ma, Org. Chem. Front., 2019, 6, 1168 DOI: 10.1039/C9QO00097F

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