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

ABSTRACT: 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.

SUBMITTER: Khumalo MF

PROVIDER: S-EPMC9089429 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

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Synthesis of novel 1,2,4-thiadiazinane 1,1-dioxides <i>via</i> three component SuFEx type reaction.

Khumalo Mzilikazi F MF Akpan Ekemini D ED Chinthakindi Praveen K PK Brasil Edikarlos M EM Rajbongshi Kamal K KK Makatini Maya M MM Govender Thavendran T Kruger Hendrik G HG Naicker Tricia T Arvidsson Per I PI

RSC advances 20181107 65

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. ...[more]

PMID: 35557800

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