2-Aroylindoles from o-bromochalcones via Cu(I)-catalyzed SNAr with an azide and intramolecular nitrene C–H insertion

Yogesh Goriya; Chepuri V. Ramana

doi:10.1039/C4CC02501F

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

2-Aroylindoles from o-bromochalcones via Cu(i)-catalyzed S_NAr with an azide and intramolecular nitrene C–H insertion†

Yogesh Goriya^a and Chepuri V. Ramana*^a

Author affiliations

* Corresponding authors

^a Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pune-411008, India
E-mail: vr.chepuri@ncl.res.in
Fax: +91 20 2590 2629
Tel: +91 20 2590 2578

Abstract

A simple procedure for the synthesis of 2-aroylindole derivatives comprising a one-pot CuI-catalyzed S_NAr reaction of o-bromochalcones with sodium azide and subsequent intramolecular cyclization through nitrene C–H insertion has been developed. This protocol is also applicable with the 2′-bromocinnamates giving the indole-2-carboxylates.

Download options Please wait...

Supplementary files

Supplementary information PDF (5857K)

Article information

DOI: https://doi.org/10.1039/C4CC02501F
Article type: Communication
Submitted: 04 Apr 2014
Accepted: 14 May 2014
First published: 15 May 2014

Download Citation

Chem. Commun., 2014,50, 7790-7792

Author version available

Download author version (PDF)

Permissions

Request permissions

2-Aroylindoles from o-bromochalcones via Cu(I)-catalyzed S_NAr with an azide and intramolecular nitrene C–H insertion

Y. Goriya and C. V. Ramana, Chem. Commun., 2014, 50, 7790 DOI: 10.1039/C4CC02501F

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications