Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters

[Image: see text] 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...

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Autores principales: Tiefenbrunner, Irmgard, Brutiu, Bogdan R., Stopka, Tobias, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10028607/
https://www.ncbi.nlm.nih.gov/pubmed/36853206
http://dx.doi.org/10.1021/acs.joc.2c02902
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author Tiefenbrunner, Irmgard
Brutiu, Bogdan R.
Stopka, Tobias
Maulide, Nuno
author_facet Tiefenbrunner, Irmgard
Brutiu, Bogdan R.
Stopka, Tobias
Maulide, Nuno
author_sort Tiefenbrunner, Irmgard
collection PubMed
description [Image: see text] 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.
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spelling pubmed-100286072023-03-22 Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters Tiefenbrunner, Irmgard Brutiu, Bogdan R. Stopka, Tobias Maulide, Nuno J Org Chem [Image: see text] 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. American Chemical Society 2023-02-28 /pmc/articles/PMC10028607/ /pubmed/36853206 http://dx.doi.org/10.1021/acs.joc.2c02902 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Tiefenbrunner, Irmgard
Brutiu, Bogdan R.
Stopka, Tobias
Maulide, Nuno
Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters
title Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters
title_full Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters
title_fullStr Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters
title_full_unstemmed Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters
title_short Isothiouronium-Mediated Conversion of Carboxylic Acids to Cyanomethyl Thioesters
title_sort isothiouronium-mediated conversion of carboxylic acids to cyanomethyl thioesters
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10028607/
https://www.ncbi.nlm.nih.gov/pubmed/36853206
http://dx.doi.org/10.1021/acs.joc.2c02902
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