Issue 11, 2019
From the journal:

Chemical Communications

On water N-arylation of oxetanylamines for the preparation of N-aryl-oxetanylamines; potentially useful aryl-amide isosteres†

Maud Bollenbach,a   William Lecroq,a   Patrick Wagner, ORCID logo a   Thomas Fessard,*b   Martine Schmitt ORCID logo a  and  Christophe Salomé ORCID logo *b  

* Corresponding authors

a Laboratoire d’Innovation Thérapeutique, University of Strasbourg, 74 route du Rhin, BP60024, 67401 Illkirch, France

b SpiroChem AG Rosental Area, WRO-1047-3, Mattenstrasse 24, 4058 Basel, Switzerland
E-mail: thomas.fessard@spirochem.com, christophe.salome@spirochem.com

Abstract

A Pd cross-coupling approach for the synthesis of N-aryl-oxetanylamines has been developed. This method provides new building blocks potentially useful in medicinal chemistry as amide bioisosteres. The reactions are conducted in water employing the renewable feedstock surfactant TPGS-750-M.

Graphical abstract: On water N-arylation of oxetanylamines for the preparation of N-aryl-oxetanylamines; potentially useful aryl-amide isosteres

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Article information

DOI
https://doi.org/10.1039/C8CC09110B
Article type
Communication
Submitted
16 Nov 2018
Accepted
02 Jan 2019
First published
18 Jan 2019

Chem. Commun., 2019,55, 1623-1626

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On water N-arylation of oxetanylamines for the preparation of N-aryl-oxetanylamines; potentially useful aryl-amide isosteres

M. Bollenbach, W. Lecroq, P. Wagner, T. Fessard, M. Schmitt and C. Salomé, Chem. Commun., 2019, 55, 1623 DOI: 10.1039/C8CC09110B

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