Nickel-Catalyzed Site-Selective Alkylation of Unactivated C(sp3)–H Bonds
Journal of the American Chemical Society2014Vol. 136(5), pp. 1789–1792
Citations Over TimeTop 1% of 2014 papers
Abstract
The direct alkylation of unactivated sp(3) C-H bonds of aliphatic amides was achieved via nickel catalysis with the assist of a bidentate directing group. The reaction favors the C-H bonds of methyl groups over the methylene C-H bonds and tolerates various functional groups. Moreover, this reaction shows a predominant preference for sp(3) C-H bonds of methyl groups via a five-membered ring intermediate over the sp(2) C-H bonds of arenes in the cyclometalation step.
Related Papers
- → KF/Al2O3‐Mediated N‐Alkylation of Amines and Nitrogen Heterocycles and S‐Alkylation of Thiols(2006)22 cited
- → Brønsted acid-assisted N-alkylation of sulfonamides using ethers as the alkylation reagents(2013)9 cited
- → Formation of Aldehydes and Ketones by Alkylation of α‐ and β‐Substituted Carbonyl Compounds(2018)
- → Alkylation(2022)