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tert-Butyl Hydroperoxide Mediated Cascade Synthesis of 3-Arylsulfonylquinolines. 2016

Liangliang Zhang, and Su Chen, and Yuzhen Gao, and Pengbo Zhang, and Yile Wu, and Guo Tang, and Yufen Zhao
Department of Chemistry, College of Chemistry and Chemical Engineering, and the Key Laboratory for Chemical Biology of Fujian Province, Xiamen University , Xiamen 361005, China.

3-Arylsulfonylquinoline derivatives play important roles as pharmaceutical drugs. A new method for the synthesis of 3-arylsulfonylquinoline derivatives has been achieved through tert-butyl hydroperoxide mediated cycloaddition between N-propargyl aromatic amine derivatives and arylsulfonylhydrazides without the addition of any metals. This transformation offers a straightforward route to the formation of a C-S bond and quinoline ring in one step via a sulfonylation-cyclization-aromatization process.

UI MeSH Term Description Entries
D011804 Quinolines
D003500 Cyclization Changing an open-chain hydrocarbon to a closed ring. (McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Cyclizations
D013441 Sulfinic Acids Any of the monobasic inorganic or organic acids of sulfur with the general formula RSO(OH). (From McGraw Hill Dictionary of Scientific and Technical Terms, 4th ed) Acids, Sulfinic
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D061565 Cycloaddition Reaction Synthetic organic reactions that use reactions between unsaturated molecules to form cyclical products. Cycloaddition,Cycloaddition Reaction Techniques,Diels-Alder Reaction,Cycloaddition Reaction Technique,Cycloaddition Reactions,Diels Alder Reaction,Reaction Technique, Cycloaddition,Reaction Techniques, Cycloaddition,Reaction, Cycloaddition,Reaction, Diels-Alder,Reactions, Cycloaddition,Technique, Cycloaddition Reaction,Techniques, Cycloaddition Reaction
D020122 tert-Butylhydroperoxide A direct-acting oxidative stress-inducing agent used to examine the effects of oxidant stress on Ca(2+)-dependent signal transduction in vascular endothelial cells. It is also used as a catalyst in polymerization reactions and to introduce peroxy groups into organic molecules. t-Butyl Hydroperoxide,tert-Butyl Hydroperoxide,t-Butylhydroperoxide,tertiary-Butylhydroperoxide,Hydroperoxide, t-Butyl,Hydroperoxide, tert-Butyl,t Butyl Hydroperoxide,t Butylhydroperoxide,tert Butyl Hydroperoxide,tert Butylhydroperoxide,tertiary Butylhydroperoxide

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