Guven, SinemOzer, Merve SinemKaya, SerdalMenges, NurettinBalci, Metin2025-05-102025-05-1020151523-70601523-705210.1021/acs.orglett.5b010412-s2.0-84930633059https://doi.org/10.1021/acs.orglett.5b01041https://hdl.handle.net/20.500.14720/14438Menges, Nurettin/0000-0002-5990-6275The gold-catalyzed reaction of pyrrole and indole oximes having a propargyl group attached to the nitrogen atom was studied. The selective 6-endo-dig mode of cyclization was observed for the terminal alkynes giving rise to the formation of pyrazine N-oxides in the presence of a gold catalyst. However, the reaction with substituted alkyne transferred the oxime functionality intramolecularly from one carbon atom to another via the 7-endo-dig cyclization process. This transformation is unprecedented in the literature and is named an oximeoxime rearrangement.eninfo:eu-repo/semantics/closedAccessArticle1711Q1Q12660266325992473WOS:000355962200025