46792-15-8Relevant academic research and scientific papers
Unexpected Annulation between 2-Aminobenzyl Alcohols and Benzaldehydes in the Presence of DMSO: Regioselective Synthesis of Substituted Quinolines
Yang, Tonglin,Nie, Zhi-Wen,Su, Miao-Dong,Li, Hui,Luo, Wei-Ping,Liu, Qiang,Guo, Can-Cheng
, p. 15228 - 15241 (2021/10/25)
An unexpected annulation among 2-aminobenzyl alcohols, benzaldehydes, and DMSO to quinolines has been disclosed. For the reported annulation between 2-aminobenzyl alcohols and benzaldehydes, the change of the solvent from toluene to DMSO led to the change of the product from the diheteroatomic cyclic benzoxazines to monoheteroatomic cyclic quinolines. This annulation can be used to synthesize regioselectively different substituted quinolines by the choice of different 2-amino alcohols, aldehydes, and sulfoxides as substrates. Interestingly, introducing substituent groups to the α-position of sulfoxides resulted in the interchange of the positions between benzaldehydes and sulfoxides in the product quinolines. On the basis of the control experiments and literatures, a plausible mechanism for this annulation was proposed.
Method for preparing 2 -arylquinoline from 4 -amino diaryl methanol
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Paragraph 0041-0046; 0057-0059, (2021/10/27)
The invention discloses a method for preparing 2 - arylquinoline from 4 -amino diaryl methanol, wherein 2 -aminodiarylmethanol is heated and converted into DMSO arylquinoline compounds under the action of alkali under an oxygen-containing atmosphere in a mixed solution of formaldehyde and 4 . In 4 -arylquinoline compound structure prepared by the method 2-position carbon atoms are provided DMSO, 3-bit carbon atoms are provided by formaldehyde, and all other atoms in the quinoline compound structure are provided by the raw material o-amino aryl methanol. The method for synthesizing 4 - arylquinoline has the advantages of wide raw material sources, environmental friendliness, low price and simple operation, and is beneficial to industrial production.
Time-Resolved EPR Revealed the Formation, Structure, and Reactivity of N -Centered Radicals in an Electrochemical C(sp3)-H Arylation Reaction
Alhumade, Hesham,Gao, Renfei,Huang, Cunlong,Lei, Aiwen,Liu, Yichang,Liu, Zhao,Qi, Xiaotian,Shi, Biyin,Wang, Shengchun
supporting information, p. 20863 - 20872 (2021/12/14)
Electrochemical synthesis has been rapidly developed over the past few years, while a vast majority of the reactions proceed through a radical pathway. Understanding the properties of radical intermediates is crucial in the mechanistic study of electroche
Lewis acid catalyzed reactivity switch: Pseudo three-component annulation of nitrosoarenes and (epoxy)styrenes
Purkait, Anisha,Saha, Subhajit,Ghosh, Santanu,Jana, Chandan K.
supporting information, p. 15032 - 15035 (2020/12/22)
A Lewis acid catalyzed annulation reaction via arene functionalization of nitrosoarenes and C-C cleavage of (epoxy)styrene to provide arylquinolines is reported. The Lewis acid catalyst altered the annulation pattern providing arylquinolines instead of oxazolidines. The reaction with styrene resulted in a mixture of 2,4-diarylquinoline and 4-Arylquinoline, while only 3-Arylquinoline was formed from the reaction of epoxystyrene. This journal is
π-Allylpalladium Species in Micelles of FI-750-M for Sustainable and General Suzuki-Miyaura Couplings of Unactivated Quinoline Systems in Water
Handa, Sachin,Ibrahim, Faisal,Ansari, Tharique N.,Gallou, Fabrice
, p. 4229 - 4233 (2018/09/21)
General, clean, and sustainable Suzuki-Miyaura cross-couplings of 2-and 4-quinoline and isoquinoline systems have been demonstrated with use of π-allyl Pd catalyst in the nanomicelles of environmentally benign, proline-derived surfactant FI-750-M. Optimiz
A mild palladium-catalyzed Suzuki coupling reaction of quinoline carboxylates with boronic acids
Li, Wenjie,Gao, Joe J.,Zhang, Yongda,Tang, Wenjun,Lee, Heewon,Fandrick, Keith R.,Lu, Bruce,Senanayake, Chris H.
supporting information; experimental part, p. 1671 - 1675 (2011/09/20)
A palladium-catalyzed cross-coupling between aryl carboxylates and boronic acids has been achieved for the first time by taking advantage of the enhanced reactivity of quinoline 4-carboxylates. Also for the first time a Suzuki coupling reaction via a self-activation of boronic acids without addition of base is described. The reactions proceed under mild conditions (25-65°C) to give excellent yields, and a wide range of functionalities is tolerated. Copyright
