Synthesis of pyrazolo[5,1-a]isoquinolines through copper-catalyzed regioselective bicyclization of N-propargylic sulfonylhydrazones
Literature Information
Publication Date
2017-04-27
DOI
10.1039/C7QO00249A
Impact Factor
5.281
Authors
Hai-Tao Tang, Jia-Hao Zeng, Jun-Jia Chen, Yun-Bing Zhou, Ren-Hao Li, Zhuang-Ping Zhan
View Original
Abstract
An expeditious strategy for the synthesis of pyrazolo[5,1-a]isoquinolines has been developed. The tricyclic scaffolds are formed through a four-step cascade sequence, including copper(II)-catalyzed regioselective bicyclization, nucleophilic addition of H2O, aerobic oxidation, and aromatization through eliminating a molecule of TsH. The synthetic utility of this method is demonstrated through the synthesis of a potential CDC25B inhibitor.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
4-Methyl-3-morpholinecarboxylic acid hydrochloride (1:1)
CAS Number:
1240518-90-4
Molecular Formula:
C6H12ClNO3
![(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide structure](https://static.chemtradehub.com/structs/250/2505001-54-5-c1e9.webp "(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide structure")
(2E)-3-(3-Chlorophenyl)-N-{2-[4-(methylsulfonyl)-1-piperazinyl]-2-oxoethyl}acrylamide
CAS Number:
2505001-54-5
Molecular Formula:
C16H20ClN3O4S
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