Issue 35, 2017

Gold–silver catalyzed straightforward one pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-ones

Abstract

Pyrano[3,4-b]pyrrol-7(1H)-one is a bicyclic structure that is rarely described in the literature but is found in numerous polycyclic natural products as lamellarins. This work presents a one-pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-one substituted in the 2- and 5-position. The reaction proceeds via a one-pot two step 5-endo-dig and 6-endo-dig cyclization catalyzed by a cationic gold complex with high regioselectivity.

Graphical abstract: Gold–silver catalyzed straightforward one pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-ones

Supplementary files

Article information

Article type
Communication
Submitted
26 Jul 2017
Accepted
22 Aug 2017
First published
22 Aug 2017

Org. Biomol. Chem., 2017,15, 7290-7295

Gold–silver catalyzed straightforward one pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-ones

P.-O. Delaye, J. Petrignet, E. Thiery and J. Thibonnet, Org. Biomol. Chem., 2017, 15, 7290 DOI: 10.1039/C7OB01849E

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