Copper-promoted N-cyclopropylation of anilines and amines by cyclopropylboronic acid
2010
Résumé
Reaction of anilines, primary and secondary aliph. amines with cyclopropylboronic acid in dichloroethane in the presence of Cu(OAc)2 (1 equiv.), 2,2'-bipyridine (1 equiv.) and sodium carbonate or sodium bicarbonate (2 equiv.) under air atm. afforded the corresponding N-cyclopropyl derivs. in good to excellent yields. [on SciFinder (R)]
Détails
Titre
Copper-promoted N-cyclopropylation of anilines and amines by cyclopropylboronic acid
Auteur(s)
Benard, Sebastien ; Neuville, Luc ; Zhu, Jieping
Publié dans
Chemical Communications
Volume
46
Numéro
19
Pages
3393-3395
Date
2010
Editeur
Royal Society of Chemistry
ISSN
1359-7345
Mots-clés (libres)
Alkylation; Alkylation catalysts (N-cyclopropylation; prepn. of cyclopropylamines via copper-catalyzed N-cyclopropylation of amines with cyclopropylboronic acid); Amines Role: SPN (Synthetic preparation); PREP (Preparation) (cyclopropyl; prepn. of cyclopropylamines via copper-catalyzed N-cyclopropylation of amines with cyclopropylboronic acid); cyclopropylboronic acid amine copper cyclopropylation; cyclopropylamine deriv prepn; copper cyclopropylation catalyst
Note
CAN 153:36736, 21-2, General Organic Chemistry, Centre de Recherche de Gif Institut de Chimie des Substances Naturelles,CNRS,Gif-sur-Yvette,Fr., Journal, 1359-7345, written in English., 142-71-2 (Copper (II) acetate) Role: CAT (Catalyst use), USES (Uses) (prepn. of cyclopropylamines via copper-catalyzed N-cyclopropylation of amines with cyclopropylboronic acid); 87-62-7 (2,6-Dimethylaniline); 100-01-6 (4-Nitroaniline); 102-97-6 (N-Isopropylbenzylamine); 350-46-9 (4-Nitro-1-fluorobenzene); 496-12-8 (Isoindoline); 496-15-1 (Indoline); 765-30-0 (Aminocyclopropane); 932-96-7 (N-Methyl-4-chloroaniline); 1013-25-8 (N-(2,5-Dimethylphenyl)piperazine); 2577-90-4 ((S)-Methyl 2-amino-3-phenylpropanoate); 2780-89-4 (Methyl 6-aminohexanoate); 5699-41-2; 5961-59-1 (N-Methyl-4-methoxyaniline); 6246-48-6 (Geranylamine); 6293-83-0 (2-Iodo-4-nitroaniline); 34798-80-6 (4-Acetyl-4-phenylpiperidine); 57260-71-6 (N-Boc-piperazine); 95631-62-2 (1-Bromo-1-ethoxycyclopropane); 112275-50-0; 411235-57-9 (Cyclopropylboronic acid); 883554-87-8 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of cyclopropylamines via copper-catalyzed N-cyclopropylation of amines with cyclopropylboronic acid); 77278-34-3P; 112033-47-3P (N-Cyclopropyl-4-nitroaniline); 208176-50-5P (N-Cyclopropyl-N-methyl-4-chloroaniline); 743371-99-5P; 890534-58-4P; 890534-64-2P; 1000405-23-1P; 1228357-85-4P; 1228357-86-5P; 1228357-90-1P; 1228357-92-3P; 1228357-96-7P; 1228357-98-9P; 1228358-00-6P; 1228358-01-7P; 1228358-02-8P; 1228358-03-9P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of cyclopropylamines via copper-catalyzed N-cyclopropylation of amines with cyclopropylboronic acid)
Laboratoires
LSPN
Le document apparaît dans
Production scientifique et compétences > SB - Faculté des sciences de base > ISIC - Institut des sciences et ingénierie chimiques > LSPN - Laboratoire de synthèse et produits naturels
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Travail hors EPFL
Articles de journaux
Publié
Publications validées par des pairs
Travail hors EPFL
Articles de journaux
Publié
Date de création de la notice
2010-11-25