RT info:eu-repo/semantics/article T1 1,5-O → N Carbamoyl Snieckus–Fries-Type Rearrangement A1 Feberero García, Claudia A1 Suárez Pantiga, Samuel A1 Cabello Fernández, Zaida A1 Sanz Díez, Roberto K1 Química orgánica K1 Chemistry, Organic AB The reaction of o-lithiated O-aryl N,N-diethylcarbamates with (hetero)aromatic nitriles gives rise to functionalized salicylidene urea derivatives in high yields through a new 1,5-O → N carbamoyl migration. This Snieckus–Fries-type rearrangement nicely complements previously known O → C and O → O related shifts. In addition, when dimethylmalononitrile is used as the electrophilic partner, the carbamoyl shift is preferred over the expected transnitrilation reaction. PB American Chemical Society SN 1523-7060 YR 2018 FD 2018-04 LK http://hdl.handle.net/10259/4925 UL http://hdl.handle.net/10259/4925 LA eng NO Junta de Castilla y León and FEDER(BU076U16) and Ministerio de Economíay Competitividad(MINECO) and FEDER (CTQ2016-48937-C2-1-P) DS Repositorio Institucional de la Universidad de Burgos RD 27-dic-2024