1534433-39-0Relevant academic research and scientific papers
Unprecedented copper-mediated oxidative demethylation of propionamides via bidentate-chelation assistance
Liu, Jing-Hui,Cui, Mian,Lu, Xiao-Yu,Zhang, Zhen-Qi,Xiao, Bin,Fu, Yao
, p. 1242 - 1245 (2016/01/15)
A copper-mediated directed demethylation of propionamides has been developed. This reaction proceeds predominantly at the α-methyl groups of aliphatic amides with high efficiency and provides a unique tool for the direct cleavage of unactivated C(sp3)-C(sp3) bonds. The directing groups can be smoothly removed to afford the corresponding alkyl carboxylic acids.
Pd(II)-Catalyzed Direct Sulfonylation of Unactivated C(sp3)-H Bonds with Sodium Sulfinates
Rao, Wei-Hao,Zhan, Bei-Bei,Chen, Kai,Ling, Peng-Xiang,Zhang, Zhuo-Zhuo,Shi, Bing-Feng
supporting information, p. 3552 - 3555 (2015/07/28)
A Pd(II)-catalyzed sulfonylation of unactivated C(sp3)-H bonds with sodium arylsulfinates using an 8-aminoquinoline auxiliary is described. This reaction demonstrates excellent functional group tolerance with respect to both the caboxamide starting material and the sodium arylsulfinate coupling partner, affording a broad range of aryl alkyl sulfones. Moreover, the late-stage modification of complex molecules was achieved via this sulfonylation protocol.
Nickel-catalyzed direct arylation of C(sp3)-H bonds in aliphatic amides via bidentate-chelation assistance
Aihara, Yoshinori,Chatani, Naoto
supporting information, p. 898 - 901 (2014/02/14)
The Ni-catalyzed, direct arylation of C(sp3)-H (methyl and methylene) bonds in aliphatic amides containing an 8-aminoquinoline moiety as a bidentate directing group with aryl halides is described. Deuterium-labeling experiments indicate that the C-H bond cleavage step is fast and reversible. Various nickel complexes including both Ni(II) and Ni(0) show a high catalytic activity. The results of a series of mechanistic experiments indicate that the catalytic reaction does not proceed through a Ni(0)/Ni(II) catalytic cycle, but probably through a Ni(II)/Ni(IV) catalytic cycle.
