Aerobic synthesis of N-sulfonylamidines mediated by N-heterocyclic carbene copper(I) catalysts

Faïma Lazreg; Marie Vasseur; Alexandra M.Z. Slawin; Catherine S.J. Cazin

doi:10.3762/bjoc.16.43

Aerobic synthesis of N-sulfonylamidines mediated by N-heterocyclic carbene copper(I) catalysts

Faïma Lazreg, Marie Vasseur, Alexandra M.Z. Slawin, Catherine S.J. Cazin^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

A new catalytic strategy for the one-pot synthesis of N-sulfonylamidines is described. The cationic copper(I) complexes were found to be highly active and efficient under mild conditions in air and in the absence of solvent. A copper acetylide is proposed as key intermediate in this transformation.

Original language	English
Pages (from-to)	482-491
Number of pages	10
Journal	Beilstein Journal of Organic Chemistry
Volume	16
DOIs	https://doi.org/10.3762/bjoc.16.43
Publication status	Published - 24 Mar 2020

Keywords

Catalysis
Copper
Copper catalysis
N-heterocyclic carbene
Solvent-free
Sulfonylamidines

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10.3762/bjoc.16.43Licence: CC BY

Slawin_2020_BJOC_Aerobicsynthesis_VoR-CCBY
Copyright © 2020 Lazreg et al.; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions:(https://www.beilstein-journals.org/bjoc)
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Cite this

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title = "Aerobic synthesis of N-sulfonylamidines mediated by N-heterocyclic carbene copper(I) catalysts",

abstract = "A new catalytic strategy for the one-pot synthesis of N-sulfonylamidines is described. The cationic copper(I) complexes were found to be highly active and efficient under mild conditions in air and in the absence of solvent. A copper acetylide is proposed as key intermediate in this transformation.",

keywords = "Catalysis, Copper, Copper catalysis, N-heterocyclic carbene, Solvent-free, Sulfonylamidines",

author = "Fa{\"i}ma Lazreg and Marie Vasseur and Slawin, {Alexandra M.Z.} and Cazin, {Catherine S.J.}",

note = "The authors gratefully acknowledge the EPSRC National Mass Spectroscopy Facilities for the HMRS analysis at the University of Swansea.",

year = "2020",

month = mar,

day = "24",

doi = "10.3762/bjoc.16.43",

language = "English",

volume = "16",

pages = "482--491",

journal = "Beilstein Journal of Organic Chemistry",

issn = "1860-5397",

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TY - JOUR

T1 - Aerobic synthesis of N-sulfonylamidines mediated by N-heterocyclic carbene copper(I) catalysts

AU - Lazreg, Faïma

AU - Vasseur, Marie

AU - Slawin, Alexandra M.Z.

AU - Cazin, Catherine S.J.

N1 - The authors gratefully acknowledge the EPSRC National Mass Spectroscopy Facilities for the HMRS analysis at the University of Swansea.

PY - 2020/3/24

Y1 - 2020/3/24

N2 - A new catalytic strategy for the one-pot synthesis of N-sulfonylamidines is described. The cationic copper(I) complexes were found to be highly active and efficient under mild conditions in air and in the absence of solvent. A copper acetylide is proposed as key intermediate in this transformation.

AB - A new catalytic strategy for the one-pot synthesis of N-sulfonylamidines is described. The cationic copper(I) complexes were found to be highly active and efficient under mild conditions in air and in the absence of solvent. A copper acetylide is proposed as key intermediate in this transformation.

KW - Catalysis

KW - Copper

KW - Copper catalysis

KW - N-heterocyclic carbene

KW - Solvent-free

KW - Sulfonylamidines

UR - https://www.beilstein-journals.org/bjoc/content/supplementary/1860-5397-16-43-S1.pdf

UR - https://www.beilstein-journals.org/bjoc/content/supplementary/1860-5397-16-43-S2.cif

UR - https://www.beilstein-journals.org/bjoc/content/supplementary/1860-5397-16-43-S3.cif

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DO - 10.3762/bjoc.16.43

M3 - Article

AN - SCOPUS:85082141655

SN - 1860-5397

VL - 16

SP - 482

EP - 491

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Aerobic synthesis of N-sulfonylamidines mediated by N-heterocyclic carbene copper(I) catalysts

Abstract

Keywords

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