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Title: Iron Single Atom Catalysed Quinoline Synthesis
Authors: Zhongxin Chen 
Jingting Song
Xinwen Peng
Shibo Xi
Jia Liu 
Wenhui Zhou
Runlai Li 
Rile Ge
Cuibo Liu 
Haisen Xu 
Xiaoxu Zhao 
Haohan Li
Xin Zhou
Lu Wang
Xing Li 
Linxin Zhong
Alexandre I. Rykov
Junhu Wang
Ming Joo Koh 
Kian Ping Loh 
Keywords: single atom catalyst
organic catalysis
hierarchically porous structure
oxidative cyclization
three-component reaction
Issue Date: 19-Jul-2021
Publisher: Wiley
Citation: Zhongxin Chen, Jingting Song, Xinwen Peng, Shibo Xi, Jia Liu, Wenhui Zhou, Runlai Li, Rile Ge, Cuibo Liu, Haisen Xu, Xiaoxu Zhao, Haohan Li, Xin Zhou, Lu Wang, Xing Li, Linxin Zhong, Alexandre I. Rykov, Junhu Wang, Ming Joo Koh, Kian Ping Loh (2021-07-19). Iron Single Atom Catalysed Quinoline Synthesis. Advanced Materials 33 (34). ScholarBank@NUS Repository.
Abstract: 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.
Source Title: Advanced Materials
ISSN: 0935-9648
DOI: 10.1002/adma.202101382
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