Issue 35, 2020
From the journal:

Chemical Communications

Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcohols via C–H bond activation†

Lalit Mohan Kabadwal,a   Sourajit Beraa  and  Debasis Banerjee ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Laboratory of Catalysis and Organic Synthesis, Indian Institute of Technology Roorkee, Roorkee 247667, Uttarakhand, India
E-mail: debasis.banerjee@cy.iitr.ac.in

Abstract

The first Fe-catalysed alkylation of 2-methyl and 4-methyl-azaarenes with a series of alkyl and hetero-aryl alcohols is reported (>39 examples and up to 95% yield). Multi-functionalisation of pyrazines and synthesis of anti-malarial drug (±) Angustureine significantly broaden the scope of this methodology. Preliminary mechanistic investigation, deuterium labeling and kinetic experiments including trapping of the enamine intermediate 1a′ are of special importance.

Graphical abstract: Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcohols via C–H bond activation

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D0CC01593H
Article type
Communication
Submitted
29 Feb 2020
Accepted
10 Mar 2020
First published
10 Mar 2020

Chem. Commun., 2020,56, 4777-4780

Permissions

Request permissions

Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcohols via C–H bond activation

L. M. Kabadwal, S. Bera and D. Banerjee, Chem. Commun., 2020, 56, 4777 DOI: 10.1039/D0CC01593H

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