Atom-Economical Syntheses of Dihydropyrroles Using Flavin–Iodine-Catalyzed Aerobic Multistep and Multicomponent Reactions
Aki Takeda, Marina Oka, Hiroki Iida
Abstract
Herein, we report facile, atom-economical syntheses of multisubstituted 2,3-dihydropyrroles using flavin–iodine-catalyzed aerobic oxidative multistep transformations of chalcones with β-enamine ketones or 1,3-dicarbonyl compounds and amines. Exploiting coupled flavin–iodine catalysis, the multistep reaction, including C–C and C–N bond formation, is promoted only by the consumption of O 2 (1 atm), thus allowing aerobic oxidative synthesis that generates green H 2 O as the only waste.
Topics & Concepts
IodineCatalysisFlavin groupChemistryAtom (system on chip)Combinatorial chemistryOrganic chemistryComputer scienceEmbedded systemEnzymeMulticomponent Synthesis of HeterocyclesSynthesis and Characterization of PyrrolesOxidative Organic Chemistry Reactions