Palladium-Catalyzed 2-Aminoacetophenone Oxime Directed β-sp2 and γ-sp3 C―H Bond Functionalization of Aryl Carboxamides

被引：0
作者：
Sankar, Rathinam [1 ]
Gnanasambandam, Vasuki [1 ]
机构：
[1] Pondicherry Univ, Dept Chem, Green Chem Lab, Room 214, Kalapet 605014, Puducherry, India
来源：
CHEMISTRYSELECT | 2024年 / 9卷 / 45期
关键词：
2-Aminoacetophenone oxime; C(sp(2))& horbar; H arylation; C(sp(3))& horbar; N; N-bidentate auxiliary; C-H BONDS; CARBON; ANNULATION; AMIDATION; BIDENTATE; ALKENYLATION; DERIVATIVES; ACTIVATION; AMINATION; CHEMISTRY;
D O I：
10.1002/slct.202400901
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Pd(II)-catalyzed 2-aminoacetophenone oxime-assisted sp(2) and sp(3) C & horbar;H arylation of aryl carboxamides is disclosed. The 2-aminoacetophenone oxime is an N,N-bidentate auxiliary that proceeds C & horbar;H activation through a six-membered palladacycle intermediate, and the activation/functionalization on C(sp(3))& horbar;H bond by the six-membered ligand palladacycle is novel and achieved. This auxiliary facilitates the subsequent sp(3) and sp(2) C & horbar;H bond activation/functionalization in one step. The optimized protocol enables access to various aryl groups at the beta-sp(2)- and gamma-sp(3)-centers of aryl carboxamides. The bidentate auxiliary is easy to synthesize on a gram scale, and we also described deoximination procedure after C & horbar;H functionalization.
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页数：17
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