One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction

[Image: see text] We report the development of a one-pot Bunte’s reaction-enabled expeditious platform under aqueous conditions for the scalable conversion of sulfonylureas to synthetically versatile thio-sulfonylureas. The reaction was further propagated in the same pot to yield diverse chiral and...

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Autores principales: Iyer, Malliga R., Bhattacharjee, Pinaki, Kundu, Biswajit, Rutland, Nicholas, Wood, Casey M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9453971/
https://www.ncbi.nlm.nih.gov/pubmed/36092569
http://dx.doi.org/10.1021/acsomega.2c04816
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author Iyer, Malliga R.
Bhattacharjee, Pinaki
Kundu, Biswajit
Rutland, Nicholas
Wood, Casey M.
author_facet Iyer, Malliga R.
Bhattacharjee, Pinaki
Kundu, Biswajit
Rutland, Nicholas
Wood, Casey M.
author_sort Iyer, Malliga R.
collection PubMed
description [Image: see text] We report the development of a one-pot Bunte’s reaction-enabled expeditious platform under aqueous conditions for the scalable conversion of sulfonylureas to synthetically versatile thio-sulfonylureas. The reaction was further propagated in the same pot to yield diverse chiral and achiral isothiosulfonyl analogs. The protocol enabled the synthesis of various drug-like molecules and was applied to an enantiomeric synthesis of a cannabinoid receptor antagonist SLV326.
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spelling pubmed-94539712022-09-09 One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction Iyer, Malliga R. Bhattacharjee, Pinaki Kundu, Biswajit Rutland, Nicholas Wood, Casey M. ACS Omega [Image: see text] We report the development of a one-pot Bunte’s reaction-enabled expeditious platform under aqueous conditions for the scalable conversion of sulfonylureas to synthetically versatile thio-sulfonylureas. The reaction was further propagated in the same pot to yield diverse chiral and achiral isothiosulfonyl analogs. The protocol enabled the synthesis of various drug-like molecules and was applied to an enantiomeric synthesis of a cannabinoid receptor antagonist SLV326. American Chemical Society 2022-08-23 /pmc/articles/PMC9453971/ /pubmed/36092569 http://dx.doi.org/10.1021/acsomega.2c04816 Text en Not subject to U.S. Copyright. Published 2022 by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Iyer, Malliga R.
Bhattacharjee, Pinaki
Kundu, Biswajit
Rutland, Nicholas
Wood, Casey M.
One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction
title One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction
title_full One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction
title_fullStr One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction
title_full_unstemmed One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction
title_short One-Pot Synthesis of Thio-Augmented Sulfonylureas via a Modified Bunte’s Reaction
title_sort one-pot synthesis of thio-augmented sulfonylureas via a modified bunte’s reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9453971/
https://www.ncbi.nlm.nih.gov/pubmed/36092569
http://dx.doi.org/10.1021/acsomega.2c04816
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