Issue 7, 2018

A nickel-catalyzed anti-carbometallative cyclization of alkyne–azides with organoboronic acids: synthesis of 2,3-diarylquinolines

Abstract

An anti-carbonickelative cyclization via reversible alkenylnickel E/Z isomerization of 2-azido phenyl propargyl alcohols with aryl boronic acids is achieved using Ni(acac)2 as the catalyst to access 2,3-diaryl quinolines. It represents a rare example of trapping the vinyl metal intermediate with a nitrogen center, a non-carbon center electrophile.

Graphical abstract: A nickel-catalyzed anti-carbometallative cyclization of alkyne–azides with organoboronic acids: synthesis of 2,3-diarylquinolines

Supplementary files

Article information

Article type
Communication
Submitted
01 Nov. 2017
Accepted
22 Dec. 2017
First published
22 Dec. 2017

Chem. Commun., 2018,54, 759-762

A nickel-catalyzed anti-carbometallative cyclization of alkyne–azides with organoboronic acids: synthesis of 2,3-diarylquinolines

G. Ranjith Kumar, R. Kumar, M. Rajesh and M. Sridhar Reddy, Chem. Commun., 2018, 54, 759 DOI: 10.1039/C7CC08408K

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