A rhodium(ii) catalysed domino synthesis of azepino fused diindoles from isatin tethered N-sulfonyl-1,2,3-triazoles and indoles.

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ID: 80127
2020
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Abstract
An efficient and convenient protocol for the synthesis of a novel class of azepino fused diindoles from isatin tethered N-sulfonyl-1,2,3-triazoles and indoles has been disclosed. The reaction proceeds via denitrogenative aza-vinyl rhodium carbene formation to give a carbonyl ylide, which with indole results in 1,3-dipolar cycloaddition followed by sequential semipinacol rearrangement/ring expansion/oxidation to produce azepino fused diindoles. The reaction shows a broad substrate scope giving up to 81% yield. Furthermore, reversible catalytic hydrogenation and photophysical studies were carried out to demonstrate the application of these molecules.
Reference Key
kahar2020achemical Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Kahar, Nilesh;Jadhav, Pankaj;Reddy, R V Ramana;Dawande, Sudam;
Journal Chemical communications (Cambridge, England)
Year 2020
DOI
10.1039/c9cc08377d
URL
Keywords
tuberculosis mdr-tb anti-tb drug antitubercular activities five-membered ring

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