Synthesis of Cyclopentadiindolyl Spirooxindoles via Palladium‐catalyzed Intramolecular Oxidative Indole‐Indole Coupling Reaction

Transition metal-catalyzed synthesis of spirooxindoles

“…A procedure for the formation of spirocyclooxindoles through the synthesis of 3-cyanomethyloxindoles was executed by Jaegli et al 78 Here spirocyclopropyl-, spiropiperidinyl-and spiropyrrolidinyl oxindoles were produced from 3 0 -alkyl-3cyanomethyl-2-oxindoles which were made via Heck/cyanation catalyzed by palladium. Different heterocycles were further prepared by the functionalization of the products thus A procedure for the generation of cyclopentadiindolyl spirooxindoles 109 catalyzed by palladium through oxidative coupling reaction was reported by Kim et al 79 3,3-Diindolyl-2oxindoles 108 upon treatment with 10 mol% Pd(OAc) 2 as the catalyst, 3 equiv. AgOAc as the oxidant and 1 equiv.…”

“…A procedure for the generation of cyclopentadiindolyl spirooxindoles 109 catalyzed by palladium through oxidative coupling reaction was reported by Kim et al 79 3,3-Diindolyl-2-oxindoles 108 upon treatment with 10 mol% Pd(OAc) 2 as the catalyst, 3 equiv. AgOAc as the oxidant and 1 equiv.…”

Synthesis of Spirooxindoles Bearing 1,3‐Oxathiolane‐2‐thione Moiety From Isatin‐Derived Propargylic Alcohols

“…Spirooxindoles exist in many natural compounds and phamaceutically important substances 1 . Due to their biological importance, various efficient methodologies have been developed for their synthesis over the past years 1,2 . Very recently, we reported the synthesis of spirooxindoles bearing 2,3‐(or 2,5‐)dihydrothiophene‐2‐thione moiety via [3 + 2] annulation of carbon disulfide with Morita–Baylis–Hillman (MBH) carbonates of isatins 3 .…”