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

Published on 2019-11-08T22:44:24Z (GMT) by
<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.

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Barthelemy, Anne-Laure; Certal, Victor; Dagousset, Guillaume; Anselmi, Elsa; Bertin, Luc; Fabien, Laurence; et al. (2019): Optimization and Gram-Scale Preparation of S‑Trifluoromethyl

Sulfoximines and Sulfilimino Iminiums,

Powerful Reagents for the Late Stage Introduction of the CF3 Group. ACS Publications. Collection. https://doi.org/10.1021/acs.oprd.9b00403