Issue 23, 2014
From the journal:

Organic & Biomolecular Chemistry

Palladium(ii)-catalysed total synthesis of naturally occurring pyrano[3,2-a]carbazole and pyrano[2,3-b]carbazole alkaloids†‡

Ronny Hesse,a   Anne Jäger,a   Arndt W. Schmidta  and  Hans-Joachim Knölker*a  

* Corresponding authors

a Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany
E-mail: hans-joachim.knoelker@tu-dresden.de
Fax: +49 351 463-37030

Abstract

Seven naturally occurring pyranocarbazole alkaloids (pyrayafoline A–E, O-methylmurrayamine A and O-methylmahanine) have been obtained by total synthesis using a palladium(II)-catalysed oxidative cyclisation of a diarylamine to an orthogonally diprotected 2,7-dihydroxycarbazole as key step.

Graphical abstract: Palladium(ii)-catalysed total synthesis of naturally occurring pyrano[3,2-a]carbazole and pyrano[2,3-b]carbazole alkaloids

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C4OB00367E
Article type
Paper
Submitted
17 Feb 2014
Accepted
04 Apr 2014
First published
07 Apr 2014
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2014,12, 3866-3876

Author version available

Download author version (PDF)

Permissions

Request permissions

Palladium(II)-catalysed total synthesis of naturally occurring pyrano[3,2-a]carbazole and pyrano[2,3-b]carbazole alkaloids

R. Hesse, A. Jäger, A. W. Schmidt and H. Knölker, Org. Biomol. Chem., 2014, 12, 3866 DOI: 10.1039/C4OB00367E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements