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Transition-metal-catalyzed site-selective C7-functionalization of indoles: advancement and future prospects

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Abstract

C7-Decorated indoles are important structural motifs present in a plethora of bioactive and pharmaceutical compounds. Early stage developments for C7 modifications were realized through directed metallation (DOM) and subsequent quenching with suitable electrophiles or by halogenation with Cu(II) halides. Direct C-7 functionalization of indoles is comparatively difficult compared to functionalization at C-2 and C-3 positions owing to the inherent reactivity of the pyrrole-type ring. However, recently transition-metal-catalyzed auxiliary assisted site-selective C-7 functionalization of indoles has emerged as an elegant synthetic tool for carbon–carbon and carbon–heteroatom bond formation to diversify the indoles. This article covers the advancement, application and mechanistic underpinnings of the evolved transformations of the otherwise inert C7–H bond up to October 2018.

Graphical abstract: Transition-metal-catalyzed site-selective C7-functionalization of indoles: advancement and future prospects

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Publication details

The article was received on 30 Oct 2018, accepted on 04 Dec 2018 and first published on 05 Dec 2018


Article type: Feature Article
DOI: 10.1039/C8CC04116D
Citation: Chem. Commun., 2019, Advance Article
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    Transition-metal-catalyzed site-selective C7-functionalization of indoles: advancement and future prospects

    T. A. Shah, P. B. De, S. Pradhan and T. Punniyamurthy, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C8CC04116D

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