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

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