NMR and DFT Studies with a Doubly Labelled

Density-Functional Calculations Intermediates Lithiation NMR Spectroscopy Sulfoximines

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
26 Jan 2023
Historique:
received: 24 09 2022
pubmed: 16 11 2022
medline: 16 11 2022
entrez: 15 11 2022
Statut: ppublish

Résumé

This work shows why it is imperious to use an excess of butyllithium for a directed ortho-lithiation of a trifluoromethyl sulfoximine. The analysis of mixtures of n-BuLi and sulfoximine 1 in THF-d

Identifiants

pubmed: 36377763
doi: 10.1002/anie.202214106
pmc: PMC10108270
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202214106

Informations de copyright

© 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.

Références

Chem Soc Rev. 2014 Apr 21;43(8):2426-38
pubmed: 24549291
J Am Chem Soc. 2018 Apr 11;140(14):4877-4883
pubmed: 29589920
Chem Commun (Camb). 2009 Jan 21;(3):319-21
pubmed: 19209315
Chem Commun (Camb). 2014 Apr 21;50(31):4073-5
pubmed: 24615058
Eur J Med Chem. 2017 Jan 27;126:225-245
pubmed: 27821325
J Org Chem. 2005 Sep 30;70(20):7816-28
pubmed: 16277301
Chem Rev. 1966 Oct;66(5):529-66
pubmed: 5919067
Org Lett. 2000 Mar 9;2(5):629-31
pubmed: 10814395
Chem Sci. 2019 Sep 27;10(45):10516-10523
pubmed: 32110339
Eur J Med Chem. 2021 Jan 1;209:112885
pubmed: 33227576
Chemistry. 2017 Sep 12;23(51):12475-12479
pubmed: 28703375
Pestic Biochem Physiol. 2013 Sep;107(1):1-7
pubmed: 25149228
Org Lett. 2016 Oct 7;18(19):5102-5105
pubmed: 27682457
Chem Commun (Camb). 2020 Dec 25;56(99):15565-15568
pubmed: 33244554
Angew Chem Int Ed Engl. 2023 Jan 26;62(5):e202214106
pubmed: 36377763
J Phys Chem B. 2009 May 7;113(18):6459-67
pubmed: 19344102
Chem Sci. 2015 Jun 1;6(6):3354-3364
pubmed: 29142693

Auteurs

Matthieu Hédouin (M)

Laboratoire COBRA (UMR 6014 & FR 3038), Normandie Université, UNIROUEN, INSA Rouen, CNRS Rue Tesniere, 76821, Mont Saint Aignan, France.

Anne-Laure Barthelemy (AL)

Institut Lavoisier de Versailles (UMR 8180), Université Paris-Saclay, UVSQ, CNRS, 45 avenue des Etats-Unis, 78035, Versailles, France.

Nicolas Vanthuyne (N)

iSm2, UMR 7313, Aix Marseille Univ, CNRS, Centrale Marseille, AMUtech, 13288, Marseille, France.

Hend Besrour (H)

Laboratoire COBRA (UMR 6014 & FR 3038), Normandie Université, UNIROUEN, INSA Rouen, CNRS Rue Tesniere, 76821, Mont Saint Aignan, France.

Jacques Maddaluno (J)

Laboratoire COBRA (UMR 6014 & FR 3038), Normandie Université, UNIROUEN, INSA Rouen, CNRS Rue Tesniere, 76821, Mont Saint Aignan, France.

Emmanuel Magnier (E)

Institut Lavoisier de Versailles (UMR 8180), Université Paris-Saclay, UVSQ, CNRS, 45 avenue des Etats-Unis, 78035, Versailles, France.

Hassan Oulyadi (H)

Laboratoire COBRA (UMR 6014 & FR 3038), Normandie Université, UNIROUEN, INSA Rouen, CNRS Rue Tesniere, 76821, Mont Saint Aignan, France.

Classifications MeSH