14250-73-8Relevant articles and documents
Just,Ng
, p. 3381,3385 (1968)
Palladium-Catalyzed Arylation of Unactivated γ-Methylene C(sp3)-H and δ-C-H Bonds with an Oxazoline-Carboxylate Auxiliary
Ling, Peng-Xiang,Fang, Sheng-Long,Yin, Xue-Song,Chen, Kai,Sun, Bo-Zheng,Shi, Bing-Feng
supporting information, p. 17503 - 17507 (2016/01/25)
A palladium-catalyzed arylation of unactivated γ-methylene C(sp3)-H and remote δ-C-H bonds by using an oxazoline-carboxylate directing group has been developed. Arylation occurs with a broad substrate scope and high tolerance of functional groups (i.e., halogen, nitro, cyano, ether, trifluoromethyl, amine, and ester). The oxazoline-type auxiliary can be removed under acidic conditions.
Copper-catalyzed site-selective intramolecular amidation of unactivated C(sp3)-H bonds
Wu, Xuesong,Zhao, Yan,Zhang, Guangwu,Ge, Haibo
supporting information, p. 3706 - 3710 (2014/04/17)
The intramolecular dehydrogenative amidation of aliphatic amides, directed by a bidentate ligand, was developed using a copper-catalyzed sp3 C-H bond functionalization process. The reaction favors predominantly the C-H bonds of β-methyl groups over the unactivated methylene C-H bonds. Moreover, a preference for activating sp3 C-H bonds of β-methyl groups, via a five-membered ring intermediate, over the aromatic sp2 C-H bonds was also observed in the cyclometalation step. Additionally, sp3 C-H bonds of unactivated secondary sp3 C-H bonds could be functionalized by favoring the ring carbon atoms over the linear carbon atoms. Getting ahead on tams: 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 to deliver β-lactams. The reaction favors the C-H bonds of β-methyl groups over the unactivated methylene C-H bonds, as well as aromatic C(sp2)-H bonds and unactivated secondary C(sp3)-H bonds of rings.