1453112-20-3Relevant academic research and scientific papers
Oxidation of azidoalkyl furans
Kazancioglu, Mustafa Zahrittin,Akin Kazancioglu, Elif,Secen, Hasan,Altundas, Ramazan
, p. 5611 - 5615 (2016)
The oxidation reactions of various azidoalkyl furans were explored under different conditions to access structurally complex compounds from simple starting materials in an operationally simple, single step reaction. The strategically placed azide functional groups on the alkyl chain of the furan led to the discovery of a new and simple method for the synthesis of five-, six-, and seven-membered nitrogen heterocycles bearing prochiral centers and stereocenters.
Photooxygenation of azidoalkyl furans: Catalyst-free triazole and new endoperoxide rearrangement
Kazancioglu, Elif Akin,Kazancioglu, Mustafa Zahrittin,Fistikci, Meryem,Secen, Hasan,Altundas, Ramazan
, p. 4790 - 4793 (2013/10/08)
Photooxygenation of azidoalkyl furans has revealed both a novel triazole formation method and a unique endoperoxide rearrangement. The key step of this method is a 3 + 2 cycloaddion of the azide to the endoperoxide intermediate. The reduction of the peroxide bond and two subsequent C-C bond cleavages provide a triazole having a newly formed carboxylic acid functionality. The reactions are clean and efficient with yields ranging from 60% to 90%.
