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

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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

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Publication details

The article was received on 02 Dec 2017, accepted on 23 Jan 2018 and first published on 23 Jan 2018


Article type: Research Article
DOI: 10.1039/C7QO01086A
Citation: Org. Chem. Front., 2018, Advance Article
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    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, Advance Article , DOI: 10.1039/C7QO01086A

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