Abstract
Vicinal acetylenic derivatives of pyrazolecarbonamides and benzamides cyclize in alcoholic solution in the presence of KOH with closure of the six- or fivemembered lactam ring. The formation of a γ-lactam (from o-phenylethynylbenzamide) has been noted for the first time. Condensation of vicinal iodopyrazolecarbonamides with copper phenylacetylide gives the pyrazolylacetylenes without concurrent intramolecular cyclization of the product to give the cyclopentadienone ring. We have been unable to repeat the reported similar cyclocondensation of o-iodobenzamide to 3-amino-2-phenylindenone.
| Original language | English |
|---|---|
| Pages (from-to) | 1901-1905 |
| Number of pages | 5 |
| Journal | Bulletin of the Academy of Sciences of the USSR Division of Chemical Science |
| Volume | 39 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 1 Sep 1990 |
| Externally published | Yes |
ASJC Scopus subject areas
- Chemistry(all)
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Vasilevskii, S. F., & Shvartsberg, M. S. (1990). Cyclization of vicinal acetylenic derivatives of pyrazolecarbonamides and benzamides. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 39(9), 1901-1905. https://doi.org/10.1007/BF00958258