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sp3 C-H bond arylation directed by amidine protecting group: alpha-arylation of pyrrolidines and piperidines.
J Am Chem Soc ; 128(44): 14220-1, 2006 Nov 08.
Artigo em Inglês | MEDLINE | ID: mdl-17076471
ABSTRACT
A new ruthenium-catalyzed direct sp3 C-H to C-C bond transformation is disclosed. Specifically, a method for the alpha-arylation of cyclic amines, containing either permanent (pyridine, pyrimidine) or removable (amidine) directing groups, is described. This cross-coupling reaction involves heating amine substrates with arylboronate ester at 150 degrees C in a ketone solvent with a catalytic amount of ruthenium carbonyl [Ru3(CO)12]. Arylboronate esters containing either electron-withdrawing or electron-donating substituents could be efficiently coupled. Heteroarene boronates were also effective donors.
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Coleções: Bases de dados internacionais Base de dados: MEDLINE Assunto principal: Piperidinas / Pirrolidinas / Carbono / Amidinas / Hidrocarbonetos Aromáticos / Hidrogênio Idioma: Inglês Revista: J Am Chem Soc Ano de publicação: 2006 Tipo de documento: Artigo País de afiliação: Estados Unidos