6533b7d8fe1ef96bd126af73

RESEARCH PRODUCT

Photocatalytic Giese Addition of 1,4-Dihydroquinoxalin-2-ones to Electron-Poor Alkenes Using Visible Light.

Carlos VilaGonzalo BlayJaume Rostoll-berenguerJosé R. Pedro

subject

010405 organic chemistryChemistryOrganic ChemistryElectron010402 general chemistryPhotochemistry01 natural sciencesBiochemistryReaccions químiques0104 chemical sciencesCoupling (electronics)PhotocatalysisAminesPhysical and Theoretical ChemistryQuímica orgànicaVisible spectrum

description

The visible-light photoredox-catalyzed coupling of 1,4-dihydroquinoxalin-2-ones and Michael acceptors was achieved using Ru(bpy)3Cl2 as the photocatalyst and (PhO)2PO2H as an additive. The optimized reaction conditions provide a good yield for the radical conjugate addition products (44 examples) with a wide range of structurally different Michael acceptors. A gram scale reaction using sunlight irradiation is also described. Furthermore, several transformations were carried out with the Giese addition products.

yearjournalcountryeditionlanguage
2020-10-02Organic letters
10.1021/acs.orglett.0c02953https://pubmed.ncbi.nlm.nih.gov/33000624