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

Autor:	Rocío Velasco, Roberto Sanz, Claudia Feberero
Rok vydání:	2016
Předmět:	Tandem Reaction sequence 010405 organic chemistry Chemistry Stereochemistry Nucleophilic aromatic substitution Organic Chemistry Regioselectivity Physical and Theoretical Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences
Zdroj:	European Journal of Organic Chemistry. 2016:5519-5528
ISSN:	1434-193X
DOI:	10.1002/ejoc.201600933
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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::eee9e0c1e803e3bf5c84e7b95af626f9 https://doi.org/10.1002/ejoc.201600933 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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