Electrophilic Halogen Reagents-mediated Halogenation: Synthesis of Halogenated Dihydro-1,3-oxazine Derivatives

Abstract

Halogenation of N-cinnamylbenzamides and N-[(2H-chromen-3-yl)methyl]benzamides using electrophilic halogen source was reported. Various halogenated dihydro-1,3-oxazine derivatives(45 examples) were synthesized in high to excellent yields(up to 98% yields), as well as halogenated dihydrochromeno-1,3-oxazine derivatives(56 examples, up to 96% yields). The properties of mild conditions, metal-free and high efficiency of the reaction made it a promising strategy in future applications for the construction of carbon-halogen(fluorine, F; chlorine, Cl; bromine, Br; iodine, I) bond and 1,3-oxazine derivatives.

Keywords

Carbon halogen bond / 1,3-Oxazine / Heterocyclization

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