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Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles. | LitMetric

AI Article Synopsis

  • The text discusses a new synthesis method for 4-tosyl-1-arylimidazoles using aryl azides in a Van Leusen reaction mediated by TosMIC.
  • It highlights that two TosMIC molecules play different roles in the reaction process.
  • A unique fragmentation mechanism occurs with the second TosMIC molecule, leading to the incorporation of a C-H bond in the final product.

Article Abstract

Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.

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Source
http://dx.doi.org/10.1021/acs.joc.9b02546DOI Listing

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