Abstract
AbstractThe intramolecular Rauhut−Currier reaction between nitroalkene and acrylate has been successfully carried out. The reaction proceeds in the presence of a sulfinamide based bifunctional phosphine in dichloromethane to provide the biologically relevant 3‐methylene‐3,4‐dihydrocoumarin in acceptable yields. Unlike with other nitroalkenes participated cross R−C reactions, in this reaction, nitroalkenes work as electrophiles rather than nucleophiles. The nature of the substituent plays an important role on the chemoselectivity of this reaction. Normal Rauhut−Currier reaction products were obtained for substrates with electron‐donating substituent on the benzene ring, whereas isomerized coumarin products were obtained for those bearing halogen substituent.
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