144357-66-4Relevant academic research and scientific papers
Iron(III)-catalyzed highly regioselective halogenation of 8-amidoquinolines in water
Long, Yang,Pan, Lei,Zhou, Xiangge
, (2019)
A simple protocol of iron(III)-catalyzed halogenation of 8-amidoquinolines in water under mild conditions was developed, affording the 5-halogenlated products in good to excellent yields up to 98%. The reaction mechanism most likely involves a single-elec
Tandem Remote Csp3-H Activation/Csp3-Csp3 Cleavage in Unstrained Aliphatic Chains Assisted by Palladium(II)
Pérez-Gómez, Marta,Azizollahi, Hamid,Franzoni, Ivan,Larin, Egor M.,Lautens, Mark,García-López, José-Antonio
supporting information, p. 973 - 980 (2019/03/04)
We report here a proof-of-concept for the cleavage of unstrained remote Csp3-Csp3 bonds at room temperature assisted by a directing group, opening up new possibilities to use aliphatic carboxylic acids as suitable alkenyl coupling partners. This strategy involves the Pd-mediated Csp3-H activation directed by a tethered 8-aminoquinoline group, followed by a concerted asynchronous carbene insertion into the Pd-C bond, and an unexpected β-carbon-carbon bond splitting. The insertion of a coupling partner into a Pd-C bond is a novel route to promote C-C bond cleavage, which in contrast to most common methodologies does not rely on the use of strained carbocycles.
Nickel-Catalyzed Remote C4-H Arylation of 8-Aminoquinolines
Zhu, Longzhi,Sheng, Xinghao,Li, You,Lu, Dong,Qiu, Renhua,Kambe, Nobuaki
supporting information, p. 6785 - 6789 (2019/09/07)
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
Palladium-catalyzed direct intermolecular silylation of remote unactivated C(sp3)-H bonds
Pan, Jin-Long,Li, Quan-Zhe,Zhang, Ting-Yu,Hou, Si-Hua,Kang, Jun-Cheng,Zhang, Shu-Yu
supporting information, p. 13151 - 13154 (2016/11/09)
An efficient and convenient method has been developed to achieve direct silylation of unactivated remote primary or secondary C(sp3)-H bonds to form C-Si bonds with hexamethyldisilane (HMDS). This method highlights the emerging strategy to transform unactivated methyl or methylene into versatile functional groups in organic synthesis and provides a new method to construct functionalized C-Si bonds for synthetic chemistry.
Copper catalysed amidation of aryl halides through chelation assistance
Kathiravan, Subban,Ghosh, Shishir,Hogarth, Graeme,Nicholls, Ian A.
supporting information, p. 4834 - 4837 (2015/03/18)
A copper mediated C-N bond formation for the amidation of aryl halides using 8-aminoquinoline has been developed. This strategy provides efficient access to amides bearing two contiguous heterocyclic moieties and does not require the presence of additiona
An efficient palladium-catalyzed C-H alkoxylation of unactivated methylene and methyl groups with cyclic hypervalent iodine (I3+) oxidants
Shan, Gang,Yang, Xinglin,Zong, Yu,Rao, Yu
supporting information, p. 13606 - 13610 (2014/01/06)
All the hype: The title reaction has been developed for the facile synthesis of a variety of complex alkyl ethers. Cyclic hypervalent iodine (I3+) reagents serve as oxidants for this unique C-H alkoxylation reaction. The reaction demonstrates excellent reactivity, good functional-group tolerance, and high yields. Q=8-aminoquinoline-derived auxiliary. Copyright
N,N'-Di(8-quinolyl)glutaramide Exhibiting Highly Selective and Efficient Uphill Transport of Cu(II) through Liquid Membranes
Hiratani, Kazuhisa,Kasuga, Kazuyuki,Hirose, Takuji,Taguchi, Kazuhiro,Fujiwara, Kyoko
, p. 2381 - 2387 (2007/10/02)
N,N'-Di(8-quinolyl)glutaramide has been found to be an excellent Cu(II) carrier in the transport through a chloroform liquid membrane.It can selectively and efficiently transport Cu(II) from a weakly acidic aqueous solution containing Cu(II), Zn(II), Ni(II), and Co(II).Several N,N'di(8-quinolyl)glutaramide derivatives and their analogues have been prepared for comparison of this transport ability, which largely depends not only upon te structure of the carriers, but also upon the transport conditions.
Highly Selective Solvent Extraction of Copper(II) from Transition Metal Ions with Dibutyl N,N'-Bis(8-quinolyl)malonamide
Hiratani, Kazuhisa,Taguchi, Kazuhiro,Ohhashi, Kozaburo,Nakayama, Hiroshi
, p. 2073 - 2076 (2007/10/02)
Dibutyl-N,N'-bis(8-quinolyl)malonamide can extract only Cu(II) with excellent selectivity among Cu(II), Ni(II), Co(II), and Zn(II) both in the competitive and single metal ion-extraction.It forms 1:1 complex with Cu(II) ion accompanied with the release of two protons from the amide groups.
