Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives

Jingjing Zhang; Wentao Xu; Yi Qu; Yuxiu Liu; Yongqiang Li; Hongjian Song; Qingmin Wang

doi:10.1039/D0CC06645A

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Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives†

Jingjing Zhang,‡^ab Wentao Xu,‡^a Yi Qu,^a Yuxiu Liu,

^a Yongqiang Li,^a Hongjian Song

*^a and Qingmin Wang

*^a

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* Corresponding authors

^a State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, People's Republic of China
E-mail: songhongjian@nankai.edu.cn, wangqm@nankai.edu.cn

^b Tianjin Agricultural University, Tianjin 300384, People's Republic of China

Abstract

Herein, we report the first protocol for visible-light-induced radical isocyanide insertion reactions between 3-(2-isocyanobenzyl)-indoles and bromodifluoroacetates or bromodifluoroacetamides. The protocol, which has good functional group tolerance and a broad substrate scope, constitutes an efficient and general route to difluoromethylated spiro[indole-3,3′-quinoline] derivatives.

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Article information

DOI: https://doi.org/10.1039/D0CC06645A
Article type: Communication
Submitted: 05 Oct 2020
Accepted: 13 Nov 2020
First published: 14 Nov 2020

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Chem. Commun., 2020,56, 15212-15215

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Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives

J. Zhang, W. Xu, Y. Qu, Y. Liu, Y. Li, H. Song and Q. Wang, Chem. Commun., 2020, 56, 15212 DOI: 10.1039/D0CC06645A

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Chemical Communications

Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives†

Abstract

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Visible-light-induced radical isocyanide insertion protocol for the synthesis of difluoromethylated spiro[indole-3,3′-quinoline] derivatives

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