R<sub>4</sub>NHal/NOHSO<sub>4</sub>: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and Beyond
O. B. Bondarenko, Georgy L. Karetnikov, Arseniy I. Komarov, Aleksandr I. Pavlov, С. Н. Николаева
Abstract
), giving straightforward and general access to halogenated 3,5-diaryl- and alkylarylisoxazoles, pyrazoles and electron-rich benzenes from the corresponding scaffolds, is suggested. The method provides excellent regioselectivity, scalability to the gram scale, and a broad scope for both aromatics and halogens. A three-step, one-pot reaction protocol was developed, and a series of 3,5-diaryl-4-haloisoxazoles has been efficiently synthesized from 1,2-diarylcyclopropanes under suggested nitrosating-halogenating conditions.
Topics & Concepts
ChemistryHalogenationRegioselectivityUSableHalogenCombinatorial chemistryScalabilityScope (computer science)Organic chemistryComputer scienceCatalysisProgramming languageOperating systemWorld Wide WebAlkylCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsVanadium and Halogenation Chemistry