Copper-catalyzed site-selective intramolecular amidation of unactivated C(sp³)-H bonds.
Angew Chem Int Ed Engl
; 53(14): 3706-10, 2014 Apr 01.
Article
en En
| MEDLINE
| ID: mdl-24590659
ABSTRACT
The intramolecular dehydrogenative amidation of aliphatic amides, directed by a bidentate ligand, was developed using a copper-catalyzed sp(3) C-H bond functionalization process. The reaction favors predominantly the C-H bonds of ß-methyl groups over the unactivated methylene C-H bonds. Moreover, a preference for activating sp(3) C-H bonds of ß-methyl groups, via a five-membered ring intermediate, over the aromatic sp(2) C-H bonds was also observed in the cyclometalation step. Additionally, sp(3) C-H bonds of unactivated secondary sp(3) C-H bonds could be functionalized by favoring the ring carbon atoms over the linear carbon atoms.
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Colección:
01-internacional
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MEDLINE
Idioma:
En
Revista:
Angew Chem Int Ed Engl
Año:
2014
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Article