1354970-15-2Relevant academic research and scientific papers
Organocatalytic Vinyl Azide-Carbonyl [3+2] Cycloaddition: High-Yielding Synthesis of Fully Decorated N-Vinyl-1,2,3-Triazoles
Ramachary, Dhevalapally B.,Reddy, G. Surendra,Peraka, Swamy,Gujral, Jagjeet
, p. 263 - 267 (2017)
For the first time, an enolate-mediated organocatalytic vinyl azide-carbonyl [3+2] cycloaddition (OrgVACC) of various ketones/aldehydes with vinyl azides is reported. It is an efficient intermolecular reaction with excellent outcomes with reference to rat
Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed huisgen-type cycloaddition under inductive-heating conditions
Kupracz, Lukas,Hartwig, Jan,Wegner, Jens,Ceylan, Sascha,Kirschning, Andreas
, p. 1441 - 1448 (2011/12/14)
The multistep flow synthesis of vinyl azides and their application in the synthesis of vinyltriazoles is reported. The synthesis relies on a stable polymer-bound equivalent of iodine azide that serves to carry out 1,2-functionalization of alkenes in a telescope flow protocol. The intermediate 2-iodo azides are subjected to a DBU-mediated polymer-supported elimination step yielding vinyl azides in good yield. The third step involves the formation of vinyl triazoles by a copper-catalyzed Huisgen-"click" cycloaddition. The required heat is generated by electromagnetic induction based on copper. Copper serves both as heatable as well as catalytically active packed-bed material inside the flow reactor.
