2026-08-30T09:40:52Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/49252022-12-20T11:08:25Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

1,5-O → N Carbamoyl Snieckus–Fries-Type Rearrangement Feberero, Claudia Suarez Pantiga, Samuel Cabello Fernández, Zaida Sanz Díez, Roberto 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. 2019-04-20T02:45:07Z 2019-04-20T02:45:07Z 2019-04-20T02:45:07Z 2018-04 info:eu-repo/semantics/article 1523-7060 http://hdl.handle.net/10259/4925 10.1021/acs.orglett.8b00782 eng Organic Letters. 2018, V. 20, n. 8, p. 2437–2440 https://doi.org/10.1021/acs.orglett.8b00782 info:eu-repo/grantAgreement/JCyL/BU076U16 info:eu-repo/grantAgreement/MINECO/CTQ2016-48937-C2-1-P info:eu-repo/semantics/openAccess American Chemical Society