Synthesis of chroman-annulated cyclopropanols <i>via</i> photoinduced intramolecular [2 + 1]-cycloaddition of 2-allyloxybenzaldehydes
Elvira R. Zaitseva, Victoria E. Opryshko, Dmitrii S. Ivanov, Andrey А. Mikhaylov, Alexander Yu. Smirnov, Михаил С. Баранов
Abstract
2-Allyloxybenzaldehydes undergo [2 + 1] cycloadditions under 365 nm LED irradiation to form the corresponding chroman-fused cyclopropanols. The reaction proceeds easily without any catalysts or additives in dimethyl sulfoxide.
Topics & Concepts
Intramolecular forceCycloadditionChemistryCatalysisDimethyl sulfoxidePhotochemistryCombinatorial chemistryIrradiationMedicinal chemistryOrganic chemistryNuclear physicsPhysicsCyclopropane Reaction MechanismsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods