Experimental and theoretical evaluation of dimerization mechanism in the synthesis of 7H-6,8-dichloro-7-methylpyrano[3,2-b:3,2-b′]diquinoline

Malathi, M.; Shankar, R.; Butcher, Raymond J.; Mohan, P. S.; Kolandaivel, P.

doi:10.1016/j.molstruc.2010.04.049

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Journal of Molecular Structure

2010

DOI: 10.1016/j.molstruc.2010.04.049

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Experimental and theoretical evaluation of dimerization mechanism in the synthesis of 7H-6,8-dichloro-7-methylpyrano[3,2-b:3,2-b′]diquinoline

M. Malathi¹,

R. Shankar²,

Raymond J. Butcher³

et al.

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Cited by 6 publications

References 37 publications

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Novel Synthetic and Mechanistic Approach of TFA Catalysed Friedländer Synthesis of 2‐Acylquinolines from Symmetrical and Unsymmetrical 1,2‐Diketones with o‐Aminoarylketones

et al. 2016

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In focussing on the reaction mechanism of Friedländer synthesis in the presence of acid catalysts, novel regioselective synthesis of 2‐acetylquinolines from reacting a symmetrical 1,2‐diketone, butan‐2,3‐dione with o‐aminoarylketones was reported. Similar condensation of o‐aminoarylketones with unsymmetrical 1,2‐diketone, pentan‐2,3‐dione leads to the formation of 2‐propanoylquinoline. The proposed reaction mechanism is scrutinized through density functional calculations at B3LYP/6‐311G (d,p) and M06‐2X/6‐311G (d,p) level of theory and also all the relative energy barriers and activation energies of the reaction steps are found to be minimum at above level of theory. Results from theoretical study have further strengthened by FT‐IR, FT‐NMR chemical shifts and structural parameters which were achieved with the same level of theory and the corresponding results were substantiate with experimental observations.

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Novel Synthetic and Mechanistic Approach of TFA Catalysed Friedländer Synthesis of 2‐Acylquinolines from Symmetrical and Unsymmetrical 1,2‐Diketones with o‐Aminoarylketones

et al. 2016

Self Cite

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Quinolino-1,8- naphthyridine derivatives: Synthesis, biological studies, DFT calculation and molecular docking with Ras protein

Malathi¹,

Kulandaisamy

Chandrakumar³

et al. 2021

Materials Today: Proceedings

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Synthesis of bisbenzimidazo quinoline fluorescent receptor for Fe2+ ion in the aqueous medium – An experimental and theoretical approach

Malathi¹,

Irulappan²,

Gayathri

et al. 2015

Journal of Molecular Structure

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Experimental and theoretical evaluation of dimerization mechanism in the synthesis of 7H-6,8-dichloro-7-methylpyrano[3,2-b:3,2-b′]diquinoline

Cited by 6 publications

References 37 publications

Novel Synthetic and Mechanistic Approach of TFA Catalysed Friedländer Synthesis of 2‐Acylquinolines from Symmetrical and Unsymmetrical 1,2‐Diketones with o‐Aminoarylketones

Novel Synthetic and Mechanistic Approach of TFA Catalysed Friedländer Synthesis of 2‐Acylquinolines from Symmetrical and Unsymmetrical 1,2‐Diketones with o‐Aminoarylketones

Quinolino-1,8- naphthyridine derivatives: Synthesis, biological studies, DFT calculation and molecular docking with Ras protein

Synthesis of bisbenzimidazo quinoline fluorescent receptor for Fe2+ ion in the aqueous medium – An experimental and theoretical approach

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