Issue 81, 2012

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

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

Supplementary files

Article information

Article type
Communication
Submitted
22 Jul 2012
Accepted
19 Aug 2012
First published
20 Aug 2012

Chem. Commun., 2012,48, 10132-10134

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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