Synthesis of Thiabicyclic Heterocycles Through Free Radical Cyclization of β-Thioacrylates
✍ Scribed by Yaroslav V. Bilokin; Artem Melman; Valérie Niddam; Bellinda Benhamú; Mario D. Bachi
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 226 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
Aza-3-thiabicyclo[4.3.0]
nonanes 7 and 8, 3-thiabicyclo[4.4.0]decanes 18, and 8-thiabicyclo[4.3.0]nonanes 31 were obtained from monocyclic precursors through free radical cyclizations involving a b-thioacrylate system as radical acceptor and a thionocarbonate as radical precursor. Oxidative sulfur extrusion in 3-thiabicyclo[4.4.0]decanes 18 afforded methyl (2-isopropenyl-5-methylcyclohexyl)-2propenoates 35.
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