Abstract
Intramolecular dehydrogenative cyclization of aliphatic amides was achieved on unactivated sp3 carbon atoms by a nickel-catalyzed C-H bond functionalization process with the assistance of a bidentate directing group. The reaction favors the C-H bonds of β-methyl groups over the γ-methyl or β-methylene groups. Additionally, a predominant preference for the β-methyl C-H bonds over the aromatic sp2 C-H bonds was observed. Moreover, this process also allows for the effective functionalization of benzylic secondary sp3 C-H bonds. β-Lactams from nickel catalysis: Intramolecular dehydrogenative cyclization of aliphatic amides was achieved on unactivated sp3 carbon atoms by a nickel-catalyzed C-H bond functionalization process with the assistance of a bidentate directing group (see scheme).
Original language | English |
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Pages (from-to) | 9530-9533 |
Number of pages | 4 |
Journal | Chemistry - A European Journal |
Volume | 20 |
Issue number | 31 |
DOIs | |
State | Published - Jul 28 2014 |
Keywords
- C-H bond functionalization
- amidation
- nickel
- site selectivity
- β-lactams