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First synthesis of ferrocenyl-substituted thiochalcones and their [4+2]-cycloadditions with acetylenic dienophiles
- Source :
- Journal of Sulfur Chemistry. 39:322-331
- Publication Year :
- 2018
- Publisher :
- Informa UK Limited, 2018.
-
Abstract
- Ferrocenyl methyl ketone reacts with aromatic aldehydes yielding 1-ferrocenyl-3-aryl-propenones (chalcones), which upon treatment with Lawesson’s reagent (LR) are converted to the corresponding thiochalcones. The latter enter the thia-Diels–Alder reaction with acetylenic dienophiles (DMAD and methyl propiolate) to give ferrocenyl-substituted 4H-thiopyrans. In the case of methyl propiolate, the formation of the six-membered ring occurs with complete regioselectivity.
Details
- ISSN :
- 17416000 and 17415993
- Volume :
- 39
- Database :
- OpenAIRE
- Journal :
- Journal of Sulfur Chemistry
- Accession number :
- edsair.doi.dedup.....7a1dbc4acda3e7ab6af0afd365c7df38