Catalyst-free cycloaddition of 1, 3-diene-1-carbamates with azodicarboxylates: A rapid click reaction. Issue 12 (15th June 2019)

• Record Type: Journal Article
• Authors: Varlet, Thomas; Levitre, Guillaume; Retailleau, Pascal; Masson, Géraldine
• Is Part Of: Bioorganic & medicinal chemistry. Volume 27:Issue 12(2019)
• Page Start: 2438
• Page End: 2443
• Publication Date: 2019-06-15
• Subjects: Click chemistry -- Diels-Alder reaction -- Heterocycles -- Hydropyridazine -- Azodicarboxylate; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2019.02.008
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: 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.