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TCCA/NCS-Promoted Cascade Cyclization of <i>β</i>, <i>γ</i>-Unsaturated Compounds: Synthesis of Isoxazolines and Pyrazolines
Department of Chemistry, Faculty of Education, University of Gadarif, Gadarif, Sudan
Department of Chemistry, Faculty of Education, University of Khartoum, Khartoum, Sudan
- 1 Department of Chemistry, Faculty of Education, University of Gadarif, Gadarif, Sudan
- 2 Department of Chemistry, Faculty of Education, University of Khartoum, Khartoum, Sudan
International Journal of Organic Chemistry·Volume 11 (2021)·Pages 187–198·Published 12 November 2021·DOI10.4236/ijoc.2021.114013
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Abstract
2-Isoxazolines and 2-pyrazolines have been derived from oxime and hydrazone derivatives reacted with N -chlorosuccinimide (NCS) and trichloroisocyanuric acid (TCCA). Cyclization strategy is developed for the reaction of β , γ -unsaturated hydrazones with the TCCA to drive 2-pyrazolines and the reaction of β , γ -unsaturated oximes with NCS to derive 2-isoxalzolines. Structures of all new 2-isoxazolines and 2-pyrazolines have been elucidated by microanalyses, 1 H, 13 C NMR and Mass spectroscopies.
Keywords2-Isoxazolines2-PyrazolinesNCSTCCA
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