Tetrahedron letters2022，Vol.1014.DOI:10.1016/j.tetlet.2022.153901

Construction of tetrahydrobenzo[f]quinoline scaffolds via polar [4+2]-Cycloaddition reaction with arynes as dienophiles

Pandya, Virat G. Mhaske, Santosh B.
Tetrahedron letters2022，Vol.1014.DOI:10.1016/j.tetlet.2022.153901
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  • NSTL
  • Elsevier

Construction of tetrahydrobenzo[f]quinoline scaffolds via polar [4+2]-Cycloaddition reaction with arynes as dienophiles

Pandya, Virat G. 1Mhaske, Santosh B.1
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作者信息

  • 1. CSIR
  • 折叠

Abstract

A transition-metal-free route has been developed for the direct synthesis of biologically significant tetrahydrobenzo[f]quinoline scaffolds. The reaction features polar [4 + 2] Diels-Alder cycloaddition reaction of arynes with a well-designed diene N-Boc protected vinyl tetrahydropyridine, followed by the isomerisation of the double bond leading to the formation of tetrahydrobenzo[f]quinoline scaffolds in good to moderate yields.

Key words

Aryne/Diene/Diels-Alder/Tetrahydrobenzo[ f ]quinoline/DIELS-ALDER REACTION/BENZYNE CHEMISTRY/HETEROCYCLES/DIVERSITY/NITROGEN/1/2-DIFUNCTIONALIZATION/REARRANGEMENT/ALKALOIDS/INSERTION/DESIGN

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN：0040-4039
参考文献量51
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