Issue 1, 2023
From the journal:

Organic & Biomolecular Chemistry

Ru(ii)-catalysed oxidative (4 + 2) annulation of chromene and coumarin carboxylic acids with alkynes/propargylic alcohols: isolation of Ru(0) complexes†

Mallepalli Shankara  and  K. C. Kumara Swamy ORCID logo *a  

* Corresponding authors

a School of Chemistry, University of Hyderabad, Hyderabad 500 046, Telangana, India
E-mail: kckssc@uohyd.ac.in, kckssc@yahoo.com
Tel: +91-40-23134856

Abstract

Ru(II)-catalysed oxidative (4 + 2) annulation of chromene and coumarin-3-carboxylic acids with alkynes/propargylic alcohols via sp2 C–H bond activation is reported. While the reaction with alkynes affords highly substituted pyrano-chromones in good to excellent yields, the use of methyl-tethered propargylic alcohols in place of alkynes leads to novel Ru(0)–metal complexes in moderate to good yields; these complexes were stable in MeCO2H/O2. The generality of the reaction with alkynes is illustrated in the case of both symmetrical and unsymmetrical internal alkynes with excellent regioselectivity in the case of unsymmetrical alkynes.

Graphical abstract: Ru(ii)-catalysed oxidative (4 + 2) annulation of chromene and coumarin carboxylic acids with alkynes/propargylic alcohols: isolation of Ru(0) complexes

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D2OB01890J
Article type
Paper
Submitted
15 Oct 2022
Accepted
29 Nov 2022
First published
09 Dec 2022

Org. Biomol. Chem., 2023,21, 195-208

Permissions

Request permissions

Ru(II)-catalysed oxidative (4 + 2) annulation of chromene and coumarin carboxylic acids with alkynes/propargylic alcohols: isolation of Ru(0) complexes

M. Shankar and K. C. Kumara Swamy, Org. Biomol. Chem., 2023, 21, 195 DOI: 10.1039/D2OB01890J

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