Base-promoted cascade β-F-elimination/electrocyclization/Diels–Alder/retro-Diels–Alder reaction: efficient access to δ-carboline derivatives

Abstract

A serendipitous and highly efficient approach for the construction of a variety of δ-carboline derivatives was developed through base-promoted cascade β-F-elimination/electrocyclization/Diels-Alder/retro-Diels-Alder reaction of N-2,2,2-trifluoroethylisatin ketoimine esters with alkynes in good...

Recent developments in nickel-catalyzed asymmetric cyclization and cycloaddition of carbonyl-alkynes, cyano-alkynes, and enynes

“…Unsaturated hydrocarbons are superior substrates for cyclization reactions, such as the well-known Diels–Alder reactions 5 and electrocyclic reactions, 6 which use olefins or alkynes as the starting materials to build carbocyclic compounds. Transition metal-catalyzed cyclization of unsaturated hydrocarbons is an equally effective means of synthesizing cyclic compounds, since unsaturated hydrocarbons can undergo cyclometallation directly with other functional groups or migratory insertion into unsaturated carbon–carbon or carbon–hetero bonds under transition metal-catalyzed conditions to construct cyclic skeletons.…”