Issue 69, 2022
From the journal:

Chemical Communications

Visible-light-driven site-selective alkylation of the benzo core of coumarins†

Krishna N. Tripathi, ORCID logo ‡a   Shashank Singh, ORCID logo ‡a   Naved Akhtar,a   Kuntal Manna ORCID logo a  and  Ravi P. Singh ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India
E-mail: ravips@chemistry.iitd.ac.in

Abstract

An unprecedented, straightforward photochemical platform for efficient site-selective C–H alkylation of the C7 position of the benzocore via the cross coupling between coumarins and NHPI esters, employing Ru(II) as a photocatalyst in visible light, has been reported. Remarkably, this transformation demonstrated broad substrate scope and good functional group compatibility. Controlled experiments and DFT calculations shed some insight into the mechanistic details of the reaction and allowed us to propose a plausible mechanism for the regioselectivity.

Graphical abstract: Visible-light-driven site-selective alkylation of the benzo core of coumarins

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D2CC03073J
Article type
Communication
Submitted
30 May 2022
Accepted
27 Jul 2022
First published
28 Jul 2022

Chem. Commun., 2022,58, 9674-9677

Permissions

Request permissions

Visible-light-driven site-selective alkylation of the benzo core of coumarins

K. N. Tripathi, S. Singh, N. Akhtar, K. Manna and R. P. Singh, Chem. Commun., 2022, 58, 9674 DOI: 10.1039/D2CC03073J

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