Rhodium(III)-catalyzed intermolecular cascade annulation through C-H activation: Concise synthesis of rosettacin

© 2018 Elsevier B.V. An intermolecular annulation of 2-acetylenic aldehydes or ketones with O-substituted N-hydroxybenzamides or N-hydroxyacrylamides through rhodium(III)-catalyzed C–H activation for the synthesis of isoquinolones and indolizinones is developed. This reaction features excellent functional-group tolerance and broad substrate scope, including annulation of various heterocyclic substrates. This approach evaluates the chemoselectivity of the reaction when sterically hindered diaryl-substituted alkynes are incorporated. This method also furnishes an efficient approach for the total synthesis of rosettacin and a topoisomerase I inhibitor.

Publication year:2018

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Authors:International

Authors from:Higher Education

Accessibility:Open