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Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction

Herein, we report the preparation of 1,2,4-thiadiazinane 1,1-dioxides from reaction of β-aminoethane sulfonamides with dichloromethane, dibromomethane and formaldehyde as methylene donors. The β-aminoethane sulfonamides were obtained through sequential Michael addition of amines to α,β-unsaturated e...

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Autores principales: Khumalo, Mzilikazi F., Akpan, Ekemini D., Chinthakindi, Praveen K., Brasil, Edikarlos M., Rajbongshi, Kamal K., Makatini, Maya M., Govender, Thavendran, Kruger, Hendrik G., Naicker, Tricia, Arvidsson, Per I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089429/
https://www.ncbi.nlm.nih.gov/pubmed/35557800
http://dx.doi.org/10.1039/c8ra07627h
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author Khumalo, Mzilikazi F.
Akpan, Ekemini D.
Chinthakindi, Praveen K.
Brasil, Edikarlos M.
Rajbongshi, Kamal K.
Makatini, Maya M.
Govender, Thavendran
Kruger, Hendrik G.
Naicker, Tricia
Arvidsson, Per I.
author_facet Khumalo, Mzilikazi F.
Akpan, Ekemini D.
Chinthakindi, Praveen K.
Brasil, Edikarlos M.
Rajbongshi, Kamal K.
Makatini, Maya M.
Govender, Thavendran
Kruger, Hendrik G.
Naicker, Tricia
Arvidsson, Per I.
author_sort Khumalo, Mzilikazi F.
collection PubMed
description Herein, we report the preparation of 1,2,4-thiadiazinane 1,1-dioxides from reaction of β-aminoethane sulfonamides with dichloromethane, dibromomethane and formaldehyde as methylene donors. The β-aminoethane sulfonamides were obtained through sequential Michael addition of amines to α,β-unsaturated ethenesulfonyl fluorides followed by further DBU mediated sulfur(vi) fluoride exchange (SuFEx) reaction with amines at the S–F bond.
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spelling pubmed-90894292022-05-11 Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction Khumalo, Mzilikazi F. Akpan, Ekemini D. Chinthakindi, Praveen K. Brasil, Edikarlos M. Rajbongshi, Kamal K. Makatini, Maya M. Govender, Thavendran Kruger, Hendrik G. Naicker, Tricia Arvidsson, Per I. RSC Adv Chemistry Herein, we report the preparation of 1,2,4-thiadiazinane 1,1-dioxides from reaction of β-aminoethane sulfonamides with dichloromethane, dibromomethane and formaldehyde as methylene donors. The β-aminoethane sulfonamides were obtained through sequential Michael addition of amines to α,β-unsaturated ethenesulfonyl fluorides followed by further DBU mediated sulfur(vi) fluoride exchange (SuFEx) reaction with amines at the S–F bond. The Royal Society of Chemistry 2018-11-07 /pmc/articles/PMC9089429/ /pubmed/35557800 http://dx.doi.org/10.1039/c8ra07627h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Khumalo, Mzilikazi F.
Akpan, Ekemini D.
Chinthakindi, Praveen K.
Brasil, Edikarlos M.
Rajbongshi, Kamal K.
Makatini, Maya M.
Govender, Thavendran
Kruger, Hendrik G.
Naicker, Tricia
Arvidsson, Per I.
Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction
title Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction
title_full Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction
title_fullStr Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction
title_full_unstemmed Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction
title_short Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component SuFEx type reaction
title_sort synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides via three component sufex type reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089429/
https://www.ncbi.nlm.nih.gov/pubmed/35557800
http://dx.doi.org/10.1039/c8ra07627h
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