1453111-91-5Relevant academic research and scientific papers
Oxidation of aminoalkyl and hydroxylaminoalkyl furans
Kazancioglu, Mustafa Zahrittin,Akin Kazancioglu, Elif,Secen, Hasan,Altundas, Ramazan
, p. 6994 - 6997 (2015)
The oxidation reactions of amino and hydroxylamino substituted alkylfurans were explored for the synthesis of structurally complex compounds from simple starting materials. A novel photooxygenation of the furan derivatives gave an α,β-unsaturated dicarbonyl moiety which underwent subsequent conjugate addition to yield diastereomeric mixtures of the corresponding pyrrolidine and isoxazoline heterocycles. Oxidation of the α,β-unsaturated dicarbonyl using mCPBA gave epoxide intermediates, which were opened by nucleophilic attack of the amino groups, furnishing pyrrolidine and isoxazolidine heterocycles.
Photooxygenation of azidoalkyl furans: Catalyst-free triazole and new endoperoxide rearrangement
Kazancioglu, Elif Akin,Kazancioglu, Mustafa Zahrittin,Fistikci, Meryem,Secen, Hasan,Altundas, Ramazan
supporting information, 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%.
