| Autor: |
Grzegorz Mlostoń, Paulina Grzelak, Maciej Mikina, Anthony Linden, Heinz Heimgartner |
| Jazyk: |
angličtina |
| Rok vydání: |
2015 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 576-582 (2015) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.11.63 |
| Popis: |
Selected hetaryl and aryl thioketones react with acetylenecarboxylates under thermal conditions in the presence of LiClO4 or, alternatively, under high-pressure conditions (5 kbar) at room temperature yielding thiopyran derivatives. The hetero-Diels–Alder reaction occurs in a chemo- and regioselective manner. The initially formed [4 + 2] cycloadducts rearrange via a 1,3-hydrogen shift sequence to give the final products. The latter were smoothly oxidized by treatment with mCPBA to the corresponding sulfones. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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