Para Substituted Benzaldehydes as Expedient Reagents for the Oxidative Aromatization of Hydroquinoline |
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| Authors: | Poulomi Majumdar Anita Pati Rajani K. Behera Ajaya Kumar Behera |
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| Affiliation: | Organic Synthesis Laboratory, School of Chemistry, Sambalpur University, , 768019 Sambalpur, Odisha, India |
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| Abstract: | A Cannizzaro‐type reaction of tetrahydro‐5(1H)‐quinolinones with para substituted benzaldehydes in the presence of a base formed the corresponding quinoline and aryl methanol rather than arylidene derivatives because of the oxidation of tetrahydroquinoline and reduction of benzaldehydes as a result of unprecedented hydride transfer from tetrahydroquinoline to arylaldehydes. The reaction proceeds best with the participation of substituents with +M effect in substrate molecule. |
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