Issue 22, 2011

Brønsted acid assisted activation of imidecarbonyl group: regioselective synthesis of isoindoloisoquinolinone alkaloid (±)-nuevamine

Abstract

Activation of imide carbonyl group with trifluoromethanesulfonic acid facilitates the intramolecular cyclization of phenethylphthalimides to give a fused isoindoloisoquinolinone skeleton. The first one pot regioselective synthesis of isoindoloisoquinolinone alkaloid (±)-nuevamine has been successfully executed using this methodology.

Graphical abstract: Brønsted acid assisted activation of imide carbonyl group: regioselective synthesis of isoindoloisoquinolinone alkaloid (±)-nuevamine

Supplementary files

Article information

Article type
Communication
Submitted
08 Aug 2011
Accepted
08 Sep 2011
First published
08 Sep 2011

Org. Biomol. Chem., 2011,9, 7643-7646

Brønsted acid assisted activation of imide carbonyl group: regioselective synthesis of isoindoloisoquinolinone alkaloid (±)-nuevamine

J. Selvakumar and C. R. Ramanathan, Org. Biomol. Chem., 2011, 9, 7643 DOI: 10.1039/C1OB06349A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements