Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction
| Autor: | Bartosz Jędrzejewski, Justyna Doroszuk, Mateusz Musiejuk, Dariusz Witt |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
thiosulfonates
Inverse macromolecular substances Electron 010402 general chemistry lcsh:Technology 01 natural sciences chemistry.chemical_compound Thiazine General Materials Science lcsh:Microscopy cycloaddition lcsh:QC120-168.85 Diels–Alder reaction alkenes lcsh:QH201-278.5 lcsh:T 010405 organic chemistry Communication organic chemicals technology industry and agriculture vinyl disulfides Combinatorial chemistry Cycloaddition 0104 chemical sciences hetero-Diels-Alder chemistry lcsh:TA1-2040 lcsh:Descriptive and experimental mechanics lcsh:Electrical engineering. Electronics. Nuclear engineering lcsh:Engineering (General). Civil engineering (General) lcsh:TK1-9971 |
| Zdroj: | Materials, Vol 14, Iss 1342, p 1342 (2021) Materials |
| ISSN: | 1996-1944 |
| DOI: | 10.3390/ma14061342 |
| Popis: | The simple, convenient, and efficient methods for the preparation of unsymmetrical vinyl disulfides with additional functional groups under mild conditions with moderate to high yields were designed. The developed methods include the reaction of S-vinyl phosphorodithioate with thiotosylates or S-vinyl thiotosylate with thiols. The designed methods allow for the synthesis of unsymmetrical vinyl disulfides with additional functionalities such as hydroxy, carboxy, protected amino, or ester groups. Vinyl disulfides reacted with the generated transient o-iminothioquinones in an inverse electron-demand [4+2] cycloaddition to produce benzo[b][1,4]thiazine derivatives. |
| Databáze: | OpenAIRE |
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