4.7 Article

Catalyst-free cycloaddition of 1,3-diene-1-carbamates with azodicarboxylates: A rapid click reaction

Journal

BIOORGANIC & MEDICINAL CHEMISTRY
Volume 27, Issue 12, Pages 2438-2443

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2019.02.008

Keywords

Click chemistry; Diels-Alder reaction; Heterocycles; Hydropyridazine; Azodicarboxylate

Funding

  1. ICSN
  2. Labex Charm3at
  3. MESR

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Novel click reactions are of continued interest in many scientific research areas and applications. Herein, we report a novel practical, catalyst-free, azo-Diels-Alder reaction between dienecarbamates and azodicarboxylates exhibiting a remarkable functional group tolerance. The availability of starting materials, mild reaction conditions, chemoselectivity and scalability make this cycloaddition a viable supplement to the other reactions in click chemistry.

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