854891-24-0Relevant academic research and scientific papers
Iron Single Atom Catalyzed Quinoline Synthesis
Chen, Zhongxin,Song, Jingting,Peng, Xinwen,Xi, Shibo,Liu, Jia,Zhou, Wenhui,Li, Runlai,Ge, Rile,Liu, Cuibo,Xu, Haisen,Zhao, Xiaoxu,Li, Haohan,Zhou, Xin,Wang, Lu,Li, Xing,Zhong, Linxin,Rykov, Alexandre I.,Wang, Junhu,Koh, Ming Joo,Loh, Kian Ping
, (2021/07/21)
The production of high-value chemicals by single-atom catalysis is an attractive proposition for industry owing to its remarkable selectivity. Successful demonstrations to date are mostly based on gas-phase reactions, and reports on liquid-phase catalysis are relatively sparse owing to the insufficient activation of reactants by single-atom catalysts (SACs), as well as, their instability in solution. Here, mechanically strong, hierarchically porous carbon plates are developed for the immobilization of SACs to enhance catalytic activity and stability. The carbon-based SACs exhibit excellent activity and selectivity (≈68%) for the synthesis of substituted quinolines by a three-component oxidative cyclization, affording a wide assortment of quinolines (23 examples) from anilines and acetophenones feedstock in an efficient, atom-economical manner. Particularly, a Cavosonstat derivative can be synthesized through a one-step, Fe1-catalyzed cyclization instead of traditional Suzuki coupling. The strategy is also applicable to the deuteration of quinolines at the fourth position, which is challenging by conventional methods. The synthetic utility of the carbon-based SAC, together with its reusability and scalability, renders it promising for industrial scale catalysis.
Facile synthesis of substituted quinolines by iron(iii)-catalyzed cascade reaction between anilines, aldehydes and nitroalkanes
Mahato, Sachinta,Mukherjee, Anindita,Santra, Sougata,Zyryanov, Grigory V.,Majee, Adinath
, p. 7907 - 7917 (2019/09/06)
A library of substituted quinolines has been synthesized by the reaction of aldehydes, anilines and nitroalkanes using a catalytic amount of Fe(iii) chloride. The reaction is a simple, efficient, one-pot, three-component domino strategy in ambient air which afforded the products in high yields. A probable pathway of the reaction is a sequential aza-Henry reaction/cyclization/denitration. The use of commercially available chemicals as starting materials, an inexpensive metal catalyst, aerobic reaction conditions, tolerance of a wide range of functional groups, and operational simplicity are the notable advantages of this present protocol.
Synthetic utility of propylphosphonic anhydridedmso media: An efficient one-pot three-component synthesis of 2-arylquinolines
Narasimhamurthy, Kereyagalahally H.,Chandrappa, Siddappa,Kumar, Kothanahally S. Sharath,Swaroop, Toreshettahally R.,Rangappa, Kanchugarakoppal S.
supporting information, p. 1073 - 1075 (2013/09/24)
Propylphosphonic anhydride (T3P?)DMSO-mediated onepot three-component synthesis which provides 2-arylquinolines in a single step from benzyl alcohols, anilines, and ethyl vinyl ether by the modified Povarov reaction has been demonstrated. T3P?DMSO is a mild and low-toxic peptide coupling agent and an easy to handle reagent for bulk reactions at room temperature.
