Photoredox-Catalyzed Cross-Coupling of In Situ Generated Quinoxalinones with Indoles for the Synthesis of Tertiary Alcohols

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(20), С. 14740 - 14754

Опубликована: Окт. 7, 2024

A visible light-driven photoredox-catalyzed direct C(sp2)-H functionalization of N–H free indoles with quinoxalinones generated in situ from 2,2-dihydroxy-1H-indene-1,3(2H)-dione and phenylene-1,2-diamines has been reported the aid Na2-Eosin Y as photocatalyst Hünig base sacrificial electron proton donor. The reaction provides easy access to a variety quaternary-centered C-3 selective indole-substituted tertiary alcohols good yields. Mechanistic studies demonstrated realization quinoxalinone formation their proton-coupled single reduction corresponding ketyl radicals followed by cross-coupling indoles. potential applications synthesized photoacid-catalyzed carbon–carbon carbon–sulfur bond-forming reactions feature key findings present work.

Язык: Английский

Organocatalyst as a synthetic gadget for pharmaceutically potent molecules

Arabian Journal of Chemistry, Год журнала: 2024, Номер 17(12), С. 106027 - 106027

Опубликована: Окт. 22, 2024

Язык: Английский

Asymmetric Synthesis of spiro[benzofuran-pyrrolidine]-indolinedione via Bifunctional Urea Catalyzed [3+2]-annulation Reaction

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 3, 2024

Herein, we demonstrate the first employment of ( E )-alkylidine benzofuran-2-one for high enantio- and diastereoselective construction trifluormethylated spiro[benzofuran-pyrrolidine]indolinedione.

Язык: Английский