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Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters

Irmgard Tiefenbrunner, Bogdan R. Brutiu, Tobias Stopka, Nuno Maulide

2023The Journal of Organic Chemistry18 citationsDOIOpen Access PDF

Abstract

We report the development of an isothiouronium salt as a reagent for the operationally simple synthesis of cyanomethyl thioesters with high functional group tolerance and avoiding the use of thiols. Additionally, we show that the products can be engaged in amide synthesis in either a two-step or one-pot fashion.

Topics & Concepts

ReagentAmideChemistrySalt (chemistry)Functional groupCombinatorial chemistryOrganic chemistryPolymerChemical Synthesis and AnalysisSulfur-Based Synthesis TechniquesSynthesis of heterocyclic compounds
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