19401-75-3Relevant academic research and scientific papers
Ruthenium-Catalyzed Difluoroalkylation of 8-Aminoquinoline Amides at the C5-Position
Chen, Changpeng,Zeng, Runsheng,Zhang, Jingyu,Zhao, Yingsheng
, p. 6947 - 6950 (2017)
A ruthenium-catalyzed highly selective difluoromethylation of 8-aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. Preliminary experimental results indicate that the tricoordinate ruthenium intermediate is the key factor in achieving the C5-position selectivity.
Nickel-Catalyzed Carboxylation of Aryl C?F Bonds with CO2
Pei, Chunzhe,Wang, Baiquan
supporting information, p. 1245 - 1250 (2022/03/18)
The C?F bond is the strongest single bond and it is one of the most challenging tasks to achieve the C?F bond functionalization. Here, we describe the first nickel-catalyzed selective defluorinative carboxylation of aryl C?F bonds with CO2. Var
Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2
Pei, Chunzhe,Zong, Jiarui,Li, Bin,Wang, Baiquan
, p. 493 - 499 (2021/12/08)
The direct carboxylation of inert aryl C?H bond catalyzed by abundant and cheap nickel is still facing challenge. Herein, we report the Ni-catalyzed direct carboxylation of aryl C?H bonds in benzamides under 1 atm of CO2 to afford various methyl carboxylates or phthalimides, dealing with different post-processing. The reaction displays excellent functional group tolerance and affords moderate to high carboxylation yields under mild conditions. Detail mechanistic studies suggest that a Ni(0)?Ni(II)?Ni(I) catalytic cycle may be involved in this reaction. (Figure presented.).
Visible-Light-Triggered Decarboxylative Alkylation of 8-Acylaminoquinoline with N -Hydroxyphthalimide Ester
Aisha, Aertuke,Jin, Can,Li, Deyu,Sun, Bin,Zhu, Rui,Zhuang, Xiaohui
supporting information, p. 677 - 682 (2020/04/08)
A facile protocol for visible-light-induced decarboxylative radical coupling of NHP esters with 8-aminoquinoline amides is reported, affording a highly efficient approach to synthesize a variety of 2-alkylated or 2,4-dialkylated 8-aminoquinoline derivativ
Metal-Free Electrochemical Oxidative Dihalogenation of Quinolines on the C5 and C7 Positions Using N-Halosuccinimides
Hou, Jiahao,Wang, Kai,Zhang, Changjun,Wei, Tingting,Bai, Renren,Xie, Yuanyuan
supporting information, p. 6382 - 6386 (2020/10/19)
An efficient and convenient method for electrochemically oxidative dichlorination or dibromination of 8-aminoquinolines on C5 and C7 positions using N-halosuccinimides (NCS and NBS) as the halogen source was described. Substrates with various functional g
C5-Regioselective C-H fluorination of 8-aminoquinoline amides and sulfonamides with Selectfluor under metal-free conditions
Zhang, Yingchao,Wen, Chunxia,Li, Jizhen
supporting information, p. 1912 - 1920 (2018/03/23)
A novel and efficient regioselective C-H fluorination of 8-aminoquinoline amides and sulfonamides at the C5 position was achieved. Using Selectfluor as a "F" reagent and HOAc as an additive, the reaction proceeds smoothly via a radical pathway. This metho
Regiodivergent Visible Light-Induced C–H Functionalization of Quinolines at C-5 and C-8 under Metal-, Photosensitizer- and Oxidant-Free Conditions
Arockiam, Percia Beatrice,Guillemard, Lucas,Wencel-Delord, Joanna
supporting information, p. 2571 - 2579 (2017/08/16)
A general strategy towards the selective perfluoroalkylation of quinoline derivatives at C-5 and C-8 is described. This exceptionally mild radical transformation, compatible with a large panel of substrates, does not require any transition metal catalysts or oxidants. Outstandingly, visible light photoinduction using simple household bulbs, in the absence of a photosensitizer, is the unique activation mode. Further importance of this reaction relies on its capacity to functionalize selectively both C-5 and C-8 positions of quinolines. This transformation, perfectly fulfilling green chemistry requirements, allows a truly practical and straightforward access to a variety of unprecedented functionalized amino- and amidoquinoline skeletons, presenting attractive features for medicinal and agrochemical industry. (Figure presented.).
Copper-mediated C-H(sp2)/C-H(sp3) coupling of benzoic acid derivatives with ethyl cyanoacetate: An expedient route to an isoquinolinone scaffold
Zhu, Wei,Zhang, Dengyou,Yang, Nan,Liu, Hong
supporting information, p. 10634 - 10636 (2014/10/15)
A facile, copper-mediated, direct C-H(sp2)/C-H(sp3) bond coupling of benzoic acid derivatives with ethyl cyanoacetate by the deployment of an 8-aminoquinoline moiety as a bidentate directing group is disclosed. Such a unique transfor
