reviewChemical ReviewsJan 2, 2024HYBRID OA

Recent Strategies in the Nucleophilic Dearomatization of Pyridines, Quinolines, and Isoquinolines

Universitat de València

PubMed
Indexed incrossrefpubmed

Abstract

Dearomatization reactions have become fundamental chemical transformations in organic synthesis since they allow for the generation of three-dimensional complexity from two-dimensional precursors, bridging arene feedstocks with alicyclic structures. When those processes are applied to pyridines, quinolines, and isoquinolines, partially or fully saturated nitrogen heterocycles are formed, which are among the most significant structural components of pharmaceuticals and natural products. The inherent challenge of those transformations lies in the low reactivity of heteroaromatic substrates, which makes the dearomatization process thermodynamically unfavorable. Usually, connecting the dearomatization event to the…

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171
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39.21
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100%
References
302
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Authors

6

Topics & keywords

Keywords
  • Chemistry
  • Nucleophile
  • Aromaticity
  • Heteroatom
  • Electrophile
  • Alicyclic compound
  • Reactivity (psychology)
  • Organic chemistry
UN Sustainable Development Goals
  • Affordable and clean energy
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