Uygun, Meltem TanMenges, Nurettin2025-05-102025-05-1020221477-05201477-053910.1039/d2ob00396a2-s2.0-85131512542https://doi.org/10.1039/d2ob00396ahttps://hdl.handle.net/20.500.14720/14145Menges, Nurettin/0000-0002-5990-6275A manageable, one-pot, and high-yield protocol for synthesising highly reactive spiroindolenine derivatives is reported. Spiroindolenines are furnished by a reaction between DCC (dicyclohexylcarbodiimide) and indole-3-butenoic acid derivatives. The protocol proposed here involves the construction of a carbon-carbon bond through intramolecular domino cyclisation. The reaction mechanism for spirocyclisation is discussed; both NMR and X-ray analysis were used to verify the structure of spiroindolenine. The applied strategy allowed the formation of spiroindolenine with a dione substructure, which is an unknown compound with a spirocyclic nucleus. Further reactions of spiroindolenines with di-amines, a primary amine, and alcohol have been reported, and new types of indole derivatives, such as indoloquinoxalines, where the spirocentre atom undergoes a nucleophilic attack, are yielded.eninfo:eu-repo/semantics/closedAccessSynthesis of Spiroindolenine-Cyclopentenedione Skeletons and Their Chemical Behaviours: the First Example of a Lactone-Type Spiroindolenine StructureArticle2020Q2Q34161416635522929WOS:000791974500001