2026-06-28T20:23:13Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/1293292025-12-19T00:49:24Zcom_20.500.14352_14col_20.500.14352_15

A New Method for the Introduction of an Acylsulfonamide Moiety Applied to a 3-Substituted Functionalized Indole Framework ­Related to the Welwitindolinone Alkaloids Menéndez Ramos, José Carlos Ruiz Serrano, Miriam López-Alvarado Gutiérrez, María Pilar The one-pot reaction between an α-formylcyclohexanone derivative and tosyl azide in the presence of rhodium trifluoroacetate dimer afforded an acylsulfonamide derivative. This transformation is proposed to arise from a domino mechanism involving the in situ generation, through the Regitz method, of an α-diazoketone, followed by its transformation into a rhodium carbenoid and its combination with N-tosylformamide, generated as a side product of the first step of the mechanism. Overall, this transformation leads to the generation of a C–N bond between the formyl carbon and the azide nitrogen adjacent to the sulfonyl group. 2025-12-18T12:32:35Z 2025-12-18T12:32:35Z 2025-12-18T12:32:35Z 2023 journal article https://hdl.handle.net/20.500.14352/129329 0936-5214 10.1055/a-2102-6927 1437-2096 eng info:eu-repo/grantAgreement/MCINN//TED2021-129408B-I00 Ruiz-Serrano M, López-Alvarado P, Menéndez JC. A New Method for the Introduction of an Acylsulfonamide Moiety Applied to a 3-Substituted Functionalized Indole Framework ­Related to the Welwitindolinone Alkaloids. Synlett 2023;34:1920–4. https://doi.org/10.1055/a-2102-6927 restricted access Thieme Gruppe