Issue 7, 2018

Iron(ii)-catalyzed C-2 cyanomethylation of indoles and pyrroles via direct oxidative cross-dehydrogenative coupling with acetonitrile derivatives

Abstract

A novel and efficient approach for the C(sp2)–H/C(sp3)–H oxidative coupling of indoles and pyrroles with acetonitrile derivatives was reported by using the Fe(II) complex as the catalyst. Various substrates were well tolerated in this methodology and the corresponding desired products were given in moderate to good yields. Moreover, the late-stage C–H cyanoalkylation of bioactive molecules was achieved in good yields. Generally, this reaction features excellent functional group compatibility, broad substrate scope and good regioselectivity.

Graphical abstract: Iron(ii)-catalyzed C-2 cyanomethylation of indoles and pyrroles via direct oxidative cross-dehydrogenative coupling with acetonitrile derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
02 Dec 2017
Accepted
23 Jan 2018
First published
23 Jan 2018

Org. Chem. Front., 2018,5, 1129-1134

Iron(II)-catalyzed C-2 cyanomethylation of indoles and pyrroles via direct oxidative cross-dehydrogenative coupling with acetonitrile derivatives

K. Qiao, D. Zhang, K. Zhang, X. Yuan, M. Zheng, T. Guo, Z. Fang, L. Wan and K. Guo, Org. Chem. Front., 2018, 5, 1129 DOI: 10.1039/C7QO01086A

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