ortho-Lithiation Reactions of O-(3,n-Dihalophenyl) N,N-Diethylcarbamates: Synthesis of Dihalosalicylamides and 2,3,n-Trihalophenol Derivatives

Autor: Feberero, Claudia, Velasco, Rocío, Sanz Díez, Roberto
Rok vydání: 2016
Předmět:
Zdroj: Repositorio Institucional de la Universidad de Burgos (RIUBU)
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Popis: New dihalosalicylamides and trihalophenol derivatives have been synthesized from easily available O-(3,n-dihalophenyl) N,N-diethylcarbamates by using a directed ortho-metalation (DoM) strategy. The o-lithiation reactions with sBuLi take place regioselectively at the doubly activated C-2 position, which demonstrates the ability of O-carbamates as directed metalating groups. In addition, highly functionalized arylnitriles were accessed from organolithium intermediates by using a tandem transnitrilation/SNAr reaction sequence.
Junta de Castilla y León (Consejería de Educación) and FEDER (BU237U13 and BU076U16) as well as the Ministerio de Economía y Competitividad (MINECO) and FEDER (CTQ2013-48937-C2-1-P)
Databáze: OpenAIRE