Jump to main content
Jump to site search


Arylation and alkenylation of activated alkyl halides using sulfonamides

Author affiliations

Abstract

A variety of quaternary aryl amino acid derivatives can be synthesised using tandem SN2/Smiles rearrangement chemistry involving aryl sulfonamides and α-chloro carbonyl compounds. The reaction harnesses a sulfur dioxide extrusion pathway to construct a C–N and C–Caryl bond under simple conditions with no requirement for organometallics or transition metal catalysts. The reaction is also successful for alkenyl sulfonamides, producing sterically congested quaternary alkene amino acid derivatives.

Graphical abstract: Arylation and alkenylation of activated alkyl halides using sulfonamides

Back to tab navigation

Supplementary files

Article information


Submitted
09 Jan 2020
Accepted
11 Feb 2020
First published
14 Feb 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Arylation and alkenylation of activated alkyl halides using sulfonamides

S. Johnson, E. Kovács and M. F. Greaney, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC00220H

Social activity

Search articles by author

Spotlight

Advertisements