Brønsted Acid-mediated Thiazole Synthesis From Sulfoxonium Ylides

<p dir="ltr">A Brønsted acid-mediated insertion of thioureas/thioamides into sulfoxonium ylides to synthesise 40 thiazoles (34-95% yields) under mild, metal-free conditions is described. This process is scalable, substrate-tolerant (including both α-subsituted and heterocyclic ylides/groups) and was successfully applied to the late-stage functionalisation of the complex chemical probe molecule (+)-JQ1.</p>

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Figshare
Published
2024-10-01
Primary Topic
Synthesis and Reactivity of Sulfur-Containing Compounds
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article
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Brønsted Acid-mediated Thiazole Synthesis From Sulfoxonium Ylides

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Synthesis and Reactivity of Sulfur-Containing Compounds
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Brønsted Acid-mediated Thiazole Synthesis From Sulfoxonium Ylides

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Abstract

<p dir="ltr">A Brønsted acid-mediated insertion of thioureas/thioamides into sulfoxonium ylides to synthesise 40 thiazoles (34-95% yields) under mild, metal-free conditions is described. This process is scalable, substrate-tolerant (including both α-subsituted and heterocyclic ylides/groups) and was successfully applied to the late-stage functionalisation of the complex chemical probe molecule (+)-JQ1.</p>

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Synthesis and Reactivity of Sulfur-Containing Compounds
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Brønsted Acid-mediated Thiazole Synthesis From Sulfoxonium Ylides · Figshare (2024) | TGRS Research Map | TGRS