Journal
CHEMICAL COMMUNICATIONS
Volume 57, Issue 1, Pages 27-44Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc06658c
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Funding
- Agence Nationale pour la Recherche (ArDCo) [ANR-17-CE07-0050]
- European France-(Manche)-England cross-border cooperation program INTERREG V A LABFACT and SMARTT
- ERDF
- Janssen RD
- Agence Nationale de la Recherche (ANR) [ANR-17-CE07-0050] Funding Source: Agence Nationale de la Recherche (ANR)
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The article discusses the electrophilic reactivity of 3-nitroindole derivatives and their importance in drug discovery, particularly in the context of dearomatization processes. These compounds have become model substrates for electron-poor aromatic compounds in dearomatization strategies.
The indol(in)e building block is one of the privileged-structures for the pharmaceutical industry since this fragment plays a central role in drug discovery. While the electron-rich character of the indole motif has been investigated for decades, exploiting the electrophilic reactivity of 3-nitroindole derivatives has recently been put at the heart of a wide range of new, albeit challenging, chemical reactions. In particular, dearomatization processes have considerably enriched the scope of C2 = C3 functionalizations of these scaffolds. This feature article showcases this remarkable electrophilic reactivity of 3-nitroindoles with electron-rich species and highlights their value in generating diversely substituted indol(in)es. This compilation underlines how these heteroaromatic templates have gradually become model substrates for electron-poor aromatic compounds in dearomatization strategies.
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