61554-25-4Relevant academic research and scientific papers
Method for synthesizing quinoline derivatives
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Paragraph 0073-0077, (2019/10/01)
The invention discloses a method for synthesizing quinoline derivatives. 2,1-benzisoxazole derivatives represented by formula I and phenylacetaldehyde derivatives represented by formula II are used as raw materials, and are reacted to obtain the quinoline
Copper-Catalyzed Ring-Opening/Reconstruction of Anthranils with Oxo-Compounds: Synthesis of Quinoline Derivatives
Zou, Liang-Hua,Zhu, Hao,Zhu, Shuai,Shi, Kai,Yan, Cheng,Li, Ping-Gui
, p. 12301 - 12313 (2019/10/11)
A copper-catalyzed protocol for the construction of various 2-aryl(alkyl)-3-acylquinolines or 3-arylquinolines using readily available anthranils and 1,3-diketones or aldehydes as starting materials is reported herein. Dioxygen as the sole oxidant and hexafluoroisopropanol as the solvent play an important role in both procedures. This ring-opening/reconstruction strategy involving N-O bond cleavage and C-N/C-C bond formation features high yields and broad substrate scope.
Copper promoted synthesis of substituted quinolines from benzylic azides and alkynes
Luo, Ching-Zong,Gandeepan, Parthasarathy,Wu, Yun-Ching,Chen, Wei-Chen,Cheng, Chien-Hong
, p. 106012 - 106018 (2015/12/30)
A novel copper promoted synthesis of substituted quinolines from various benzylic azides and internal alkynes has been demonstrated. The reaction features a broad substrate scope, high product yields and excellent regioselectivity. In contrast to the known two-step process of acid promoted [4 + 2] cycloaddition reaction and oxidation, the present methodology allows the synthesis of quinolines in a single step under neutral reaction conditions and can be applied to the synthesis of biologically active 6-chloro-2,3-dimethyl-4-phenylquinoline (antiparasitic agent) and 3,4-diphenylquinolin-2(1H)-one (p38αMAP kinase inhibitor). A plausible reaction mechanism involves rearrangement of benzylic azide to N-arylimine (Schmidt reaction) followed by intermolecular [4 + 2] cycloaddition with internal alkynes.
Palladium(ii)-catalysed regioselective synthesis of 3,4-disubstituted quinolines and 2,3,5-trisubstituted pyrroles from alkenes via anti-Markovnikov selectivity
Senadi, Gopal Chandru,Hu, Wan-Ping,Garkhedkar, Amol Milind,Boominathan, Siva Senthil Kumar,Wang, Jeh-Jeng
, p. 13795 - 13798 (2015/09/07)
A novel strategy has been identified for the regioselective synthesis of 3,4-disubstituted quinolines and 2,3,5-trisubstituted pyrroles from simple alkenes via anti-Markovnikov selectivity under palladium catalysis. The salient features are synthesis of two different heterocycles, readily available starting materials, broad substrate scope, moderate to good yields and use of molecular oxygen as a terminal oxidant.
