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

Chem Commun (Camb)

Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, Julián Clavería 8, 33006-Oviedo, Spain.

Published: December 2024

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.

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Source
http://dx.doi.org/10.1039/d4cc05662kDOI Listing

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