1182669-71-1Relevant articles and documents
Dicumyl Peroxide as a Methylating Reagent in the Ni-Catalyzed Methylation of Ortho C-H Bonds in Aromatic Amides
Kubo, Teruhiko,Chatani, Naoto
, p. 1698 - 1701 (2016)
The direct methylation of ortho C-H bonds in aromatic amides with dicumyl peroxide (DCP) using a nickel complex as the catalyst is reported. The reaction shows a high functional group tolerance and is inhibited by radical scavengers. In reactions of meta-substituted aromatic amides, the reaction proceeds in a highly selective manner at the less hindered C-H bonds.
Directing Group-Assisted Copper(II)-Catalyzed ortho-Carbonylation to Benzamide using 2,2′-Azobisisobutyronitrile (AIBN)
Khan, Bhuttu,Khan, Afsar Ali,Kant, Ruchir,Koley, Dipankar
, p. 3753 - 3758 (2016)
An efficient copper-catalyzed regioselective C—H bond carbonylation of benzamides has been developed using 2,2′-azobisisobutyronitrile (AIBN) as traceless cyanating agent. The non-toxic and readily available AIBN was used for the carbonylative cyclization
Ligand-Controlled Monoselective C-Aryl Glycoside Synthesis via Palladium-Catalyzed C-H Functionalization of N-Quinolyl Benzamides with 1-Iodoglycals
Liu, Minglong,Niu, Youhong,Wu, Yan-Fen,Ye, Xin-Shan
, p. 1836 - 1839 (2016)
A monoselective synthesis of aryl-C-Δ1,2-glycosides from 1-iodoglycals via palladium-catalyzed ortho-C-H activation of N-quinolyl benzamides has been developed. An amino acid derivative was used as a crucial ligand to improve the yield and mono
Copper/Silver Cocatalyzed Regioselective C5-H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds
Zhan, Fuxu,Zhang, Wei,Zhao, Huaiqing
, p. 1007 - 1014 (2020)
A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5-H coupling of 8-aminoquinoline amides with the methylenic sp 3 C-H bond of 1,3-dicarbonyl compounds. This protocol provides a hig
Cobalt-Catalyzed Monoselective Ortho-C-H Functionalization of Carboxamides with Organoaluminum Reagent
Wang, Huiqiao,Zhang, Sheng,Wang, Zhiqiang,He, Minghui,Xu, Kun
, p. 5628 - 5631 (2016)
A simple triphenylphosphine-ligated cobalt catalyst is reported for the direct ortho-C-H methylation and ethylation of aromatic, heteroaromatic, alkenyl, and even aliphatic carboxamides with inexpensive organoaluminum reagents in the presence of a cheap a
Nickel-Catalyzed Remote C4-H Arylation of 8-Aminoquinolines
Zhu, Longzhi,Sheng, Xinghao,Li, You,Lu, Dong,Qiu, Renhua,Kambe, Nobuaki
, p. 6785 - 6789 (2019)
A useful and convenient method for C-H bond arylation of 8-aminoquinoline motifs on the remote C4 position was developed. This method shows good functional group tolerance toward various Grignard reagents and aminoquinoline via a nickel catalysis, giving
Directed arene/alkyne annulation reactions via aerobic copper catalysis
Zhang, Yi,Wang, Qian,Yu, Huidong,Huang, Yong
, p. 8844 - 8850 (2014)
We describe a straightforward protocol for a smooth dehydrogenative annulation reaction between various arenes and terminal alkynes using a catalytic amount of CuBr2 and molecular oxygen. 3-Methyleneisoindoline derivatives are prepared in high
Access to different isomeric dibenzoxazepinones through copper-catalyzed C-H etherification and C-N bond construction with controllable smiles rearrangement
Zhou, Yunfei,Zhu, Jianming,Li, Bo,Zhang, Yong,Feng, Jia,Hall, Adrian,Shi, Jiye,Zhu, Weiliang
, p. 380 - 383 (2016)
An efficient new way to access two regio-isomeric dibenzoxazepinones is reported from 8-aminoquinoline benzamides and 2-bromophenols. Through choice of conditions, the reaction proceeds either through a sequential C-H etherification and subsequent Goldberg reaction, both controlled by the aminoquinoline group and Cu(I), or via a C-H etherification and subsequent Smiles rearrangement promoted by Cu(II) and t-BuOK. The 8-aminoquinoline moiety, e.g., 8-amino-5-methoxyquinoline, is readily removable from the structures of dibenzoxazepinones under moderate conditions.
Visible-light-promoted selective C-H amination of heteroarenes with heteroaromatic amines under metal-free conditions
Samanta, Supravat,Ravi, Chitrakar,Rao, Sadu Nageswara,Joshi, Abhisek,Adimurthy, Subbarayappa
, p. 9590 - 9594 (2017)
The regioselective C-H amination of quinoline amides (C5) and imidazopyridines (C3) under transition-metal-free conditions at room temperature with a high degree of functional group tolerance is reported. The C-H amination promoted by visible light in the
Iron-catalyzed C(sp2)-H bond functionalization with organoboron compounds
Shang, Rui,Ilies, Laurean,Asako, Sobi,Nakamura, Eiichi
, p. 14349 - 14352 (2014)
We report here that an iron-catalyzed directed C-H functionalization reaction allows the coupling of a variety of aromatic, heteroaromatic, and olefinic substrates with alkenyl and aryl boron compounds under mild oxidative conditions. We rationalize these results by the involvement of an organoiron(III) reactive intermediate that is responsible for the C-H bond-activation process. A zinc salt is crucial to promote the transfer of the organic group from the boron atom to the iron(III) atom.
