NaI-mediated α-keto-acylation of <i>NH</i>-sulfoximines with aryl methyl ketones

A room-temperature NaI-mediated oxidative sulfoximidation of aryl methyl ketones to synthesize α-keto-<i>N</i>-acyl sulfoximines has been disclosed. This metal- and base-free <i>NH</i>-sulfoximidation is facilitated by <i>tert</i>-butyl hydroperoxide (TBHP) as the oxidant, affording α-ketoamides with good functional group tolerance, broad substrate scope, and scalability. Mechanistic investigations indicate the intermediacy of radicals and highlight molecular oxygen's significance as the oxygen source.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00166h
Citations
2
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
1.87
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article

NaI-mediated α-keto-acylation of NH-sulfoximines with aryl methyl ketones

Kamal Krishna Rajbongshi, Bhisma K. Patel, Nikita Chakraborty, Parbin Rahman
2 citations
Organic & Biomolecular Chemistry
Synthesis and Catalytic Reactions
1.87
article

NaI-mediated α-keto-acylation of NH-sulfoximines with aryl methyl ketones

Kamal Krishna Rajbongshi, Bhisma K. Patel, Nikita Chakraborty, Parbin Rahman
article en
2 citations

Abstract

A room-temperature NaI-mediated oxidative sulfoximidation of aryl methyl ketones to synthesize α-keto-<i>N</i>-acyl sulfoximines has been disclosed. This metal- and base-free <i>NH</i>-sulfoximidation is facilitated by <i>tert</i>-butyl hydroperoxide (TBHP) as the oxidant, affording α-ketoamides with good functional group tolerance, broad substrate scope, and scalability. Mechanistic investigations indicate the intermediacy of radicals and highlight molecular oxygen's significance as the oxygen source.

Organic & Biomolecular ChemistryVol. 23(17)
Indian Institute of Technology Guwahati (IN), Cotton University (IN)
Openalex Percentile: Top 17%
Synthesis and Catalytic Reactions
1.87
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