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Issue 81, 2012
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Lewis acid-catalyzed Friedel–Crafts alkylations of 3-hydroxy-2-oxindole: an efficient approach to the core structure of azonazine

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Abstract

A Lewis acid catalyzed Friedel–Crafts reaction of electron rich aromatics with 3-alkyl-3-hydroxy-2-oxindole (5) has been developed. The methodology provides a straightforward access to the core of azonazine (2) sharing an all-carbon quaternary stereocenter at the tetracyclic ring junction.

Graphical abstract: Lewis acid-catalyzed Friedel–Crafts alkylations of 3-hydroxy-2-oxindole: an efficient approach to the core structure of azonazine

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Publication details

The article was received on 22 Jul 2012, accepted on 19 Aug 2012 and first published on 20 Aug 2012


Article type: Communication
DOI: 10.1039/C2CC35283D
Citation: Chem. Commun., 2012,48, 10132-10134
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    Lewis acid-catalyzed Friedel–Crafts alkylations of 3-hydroxy-2-oxindole: an efficient approach to the core structure of azonazine

    S. Ghosh, L. K. Kinthada, S. Bhunia and A. Bisai, Chem. Commun., 2012, 48, 10132
    DOI: 10.1039/C2CC35283D

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