Dioxane promoted photochemical O-alkylation of 1,3-dicarbonyl compounds beyond carbene insertion into C–H and C–C bonds

Abstract

A photochemical synthesis of enol ethers and furan-3(2H)-ones from 1,3-dicarbonyl compounds and aryl diazoacetates has been developed. Significantly, 1,4-dioxane promoted O-alkylation of various 1,3-dicarbonyl compounds beyond previous carbene insertion into...

Photoinduced Palladium-Catalyzed 1,2-Aminoalkylation of Aromatic Alkenes with Hydroxyl as the Directing Group

“…Visible-light-induced palladium catalysis has emerged as a promising photocatalysis method, which has enabled a wide array of radical-based transformations and challenges from conventional palladium chemistry to be tackled . Compared to those of other metal photocatalysts (Ir or Rh complex) and organic photosensitizers, the excited Pd complex has a stronger reduction potential (−2.51 V vs Fc + /Fc) and can effectively cleave the C–X bond of inactive alkyl halides to generate Pd­(I)-alkyl radical species A . Intermediate A can then undergo an addition reaction with alkenes to produce a secondary Pd­(I)-alkyl radical intermediate B , which leads to a wide array of transformations.…”