10.1021/acs.oprd.9b00403.s001
Anne-Laure Barthelemy
Anne-Laure
Barthelemy
Victor Certal
Victor
Certal
Guillaume Dagousset
Guillaume
Dagousset
Elsa Anselmi
Elsa
Anselmi
Luc Bertin
Luc
Bertin
Laurence Fabien
Laurence
Fabien
Bruno Salgues
Bruno
Salgues
Philippe Courtes
Philippe
Courtes
Christian Poma
Christian
Poma
Youssef El-Ahmad
Youssef
El-Ahmad
Emmanuel Magnier
Emmanuel
Magnier
Optimization and Gram-Scale Preparation of <i>S</i>‑Trifluoromethyl
Sulfoximines and Sulfilimino Iminiums,
Powerful Reagents for the Late Stage Introduction of the CF<sub>3</sub> Group
American Chemical Society
2019
Sulfilimino Iminiums
CF 3 group
40 g
reappraisal
adaptation
article
crude mixtures
purification
synthese
trifluoromethyl sulfilimino iminiums
Stage Introduction
Powerful Reagents
late-stage introduction
methodology
electrophilic
reagent
Optimization
compound
trifluoromethyl sulfilimino iminium 5
sulfoximine 4
DSC measurements
30 g
CF 3 Group S
Gram-Scale Preparation
Trifluoromethyl sulfoximines
Sulfoximine
2019-11-08 22:44:23
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Optimization_and_Gram-Scale_Preparation_of_i_S_i_Trifluoromethyl_Sulfoximines_and_Sulfilimino_Iminiums_Powerful_Reagents_for_the_Late_Stage_Introduction_of_the_CF_sub_3_sub_Group/10278053
<i>S</i>-Trifluoromethyl sulfoximines and <i>S</i>-trifluoromethyl
sulfilimino iminiums are important reagents for
the electrophilic or radical late-stage introduction of the CF<sub>3</sub> group. We disclose in this article a reappraisal of our previous
methodologies and their adaptation to a large scale. More than 30
g of the key sulfoximine <b>4</b> and 40 g of <i>S</i>-trifluoromethyl sulfilimino iminium <b>5</b> are prepared
without purification. DSC measurements have been performed on both
the crude mixtures and the isolated compounds in order to ensure a
safe process. The costs of the syntheses are also detailed and discussed.