Issue 18, 2022

Cobalt-catalyzed carbonylative synthesis of free (NH)-tetrahydro-β-carbolinones from tryptamine derivatives

Abstract

A new cobalt-catalyzed carbonylative synthesis of free (NH)-tetrahydro-β-carbolinones from tryptamine derivatives has been developed. This reaction employs a cobalt(II) salt as the non-noble catalyst with TFBen as the CO source, and a variety of free (NH)-tetrahydro-β-carbolinones were produced in good yields using a traceless directing group strategy. Furthermore, late-stage modifications of several bioactive molecules (sorbic acid, probenecid, and febuxostat) could also be realized. The oxidant, silver salt, can be recycled and reused.

Graphical abstract: Cobalt-catalyzed carbonylative synthesis of free (NH)-tetrahydro-β-carbolinones from tryptamine derivatives

Supplementary files

Article information

Article type
Research Article
Submitted
10 Jul 2022
Accepted
06 Aug 2022
First published
08 Aug 2022

Org. Chem. Front., 2022,9, 5005-5009

Cobalt-catalyzed carbonylative synthesis of free (NH)-tetrahydro-β-carbolinones from tryptamine derivatives

Y. Zhu, B. Guo, S. Gao, J. Ying and X. Wu, Org. Chem. Front., 2022, 9, 5005 DOI: 10.1039/D2QO01104B

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