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Showing papers by "Glenn M. Sammis published in 2021"


Journal ArticleDOI
TL;DR: The past decade has witnessed remarkable growth of catalytic transformations in organic sulfur(VI) fluoride chemistry as mentioned in this paper, focusing exclusively on foundational examples that utilize catalytic strategies to synthesize and react S (VI) fluorides.
Abstract: The past decade has witnessed remarkable growth of catalytic transformations in organic sulfur(VI) fluoride chemistry. This Perspective concentrates exclusively on foundational examples that utilize catalytic strategies to synthesize and react S(VI) fluorides. Key mechanistic studies that aim to provide insight toward future catalytic systems are emphasized.

49 citations


Journal ArticleDOI
TL;DR: In this paper, the SO2F2-mediated alcohol substitution and deoxygenation method relies on the conversion of fluorosulfates to alkyl halide intermediates.
Abstract: Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.

15 citations


Journal ArticleDOI
TL;DR: In this paper, the sulfuryl fluoride-mediated deoxyfluorination of alcohols using room temperature reaction conditions was reported, achieving 46-70% isolated yields with only minor deterioration of the enantioenrichment.

6 citations


Patent
28 Jan 2021
TL;DR: In this article, the analyte is selectively adsorbed onto a surface of an electrode by maintaining a potential on the electrode during which a solution containing the dissolved analyte flows through the electrode.
Abstract: Methods and apparatuses for rapid detection and quantification of analytes are disclosed. The analytes may be opioids such as fentanyl. The method includes the use of an internal standard. The internal standard is introduced into the unknown sample. The method may involve a separation step prior to an electrochemical detection step. In some embodiments, the separation step is omitted. The analyte may be selectively adsorbed onto a surface of an electrode by maintaining a potential on the electrode during which a solution containing the dissolved analyte flows through the electrode. Performing electroanalysis on the analyte-adsorbed electrode detects and quantifies only the adsorbed analyte. In some embodiments, the internal standard is methyl vanillate.