Regiodivergent formal [4+2] cycloaddition of nitrosoarenes with furanyl cyclopropane derivatives as 4π components

Abstract

Cyclopropanes are commonly used as valuable 3-carbon building blocks. Herein, we disclose a different reactivity pattern of furanyl cyclopropanes, which serve as a 4-carbon component in Lewis acid-promoted [4+2] cycloadditions with nitrosoarenes to afford 1,2-oxazine derivatives. Importantly, the regioselectivity of the cycloaddition reaction can be controlled by the appropriate choice of the Lewis acid.