Issue 8, 2021

Gold(i)-catalyzed redox transformation of o-nitroalkynes with indoles for the synthesis of 2,3′-biindole derivatives

Abstract

An efficient and practical method for the synthesis of 2-indolyl indolone N-oxides via gold(I)-catalyzed cascade reaction of o-nitroalkynes with indoles has been reported. The generated product could be readily converted into the 2-indolylbenzoxazinone, which emits strong blue fluorescence. We also investigated the antitumor activity of these synthesized compounds in small cell lung cancer (SCLC), and the results show that compounds 3d and 4s exhibit high anticancer potency against SCLC cells.

Graphical abstract: Gold(i)-catalyzed redox transformation of o-nitroalkynes with indoles for the synthesis of 2,3′-biindole derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
25 Jan 2021
Accepted
17 Feb 2021
First published
20 Feb 2021

Org. Chem. Front., 2021,8, 1808-1816

Gold(I)-catalyzed redox transformation of o-nitroalkynes with indoles for the synthesis of 2,3′-biindole derivatives

S. Zhou, Q. Liu, M. Bao, J. Huang, J. Wang, W. Hu and X. Xu, Org. Chem. Front., 2021, 8, 1808 DOI: 10.1039/D1QO00134E

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