1126110-22-2Relevant academic research and scientific papers
Decarboxylative C-H alkylation of heteroarene N-oxides by visible light/copper catalysis
Liu, Duan-Yang,Liu, Xu,Gao, Yan,Wang, Chao-Qun,Tian, Jie-Sheng,Loh, Teck-Peng
supporting information, p. 8978 - 8983 (2020/11/30)
This paper reports a highly site-selective alkylation of heteroarene N-oxides using hypervalent iodine(III) carboxylates to serve as an alkylating agent in the presence of a cheap copper catalyst under visible light conditions. This mild method proceeds at room temperature in an air atmosphere and can withstand various heteroarene N-oxides as well as various primary, secondary, and tertiary alkyl carboxylic acids. It also provides a practical method for enabling the rapid conversion of commercially available raw materials into medically relevant “drug-like” molecules.
Visible-Light-Induced C2 Alkylation of Pyridine N-Oxides
Zhang, Wen-Man,Dai, Jian-Jun,Xu, Jun,Xu, Hua-Jian
, p. 2059 - 2066 (2017/02/26)
A photoredox catalytic method has been developed for the direct C2 alkylation of pyridine N-oxides. This reaction is compatible with a range of synthetically relevant functional groups for providing efficient synthesis of a variety of C2-alkylated pyridine N-oxides under mild conditions. Mechanistic studies are consistent with the generation of a radical intermediate along the reaction pathway.
Palladium-catalyzed C-H activation/cross-coupling of pyridine N -oxides with nonactivated secondary alkyl bromides
Xiao, Bin,Liu, Zhao-Jing,Liu, Lei,Fu, Yao
supporting information, p. 616 - 619 (2013/03/13)
An unexpected C-H activation/C-C cross-coupling reaction has been found to occur between pyridine N-oxides and general nonactivated secondary and even tertiary alkyl bromides. It provides a practically useful approach for the synthesis of alkylated pyridine derivatives. Experimental observations indicated that the C-Br cleavage step involves a radical-type process. Thus, the title reaction provides a rather extraordinary example of Pd-catalyzed cross-coupling of secondary and tertiary aliphatic electrophiles.
