Cyclization of vicinal acetylenic derivatives of pyrazolecarbonamides and benzamides

S. F. Vasilevskii, M. S. Shvartsberg

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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 languageEnglish
Pages (from-to)1901-1905
Number of pages5
JournalBulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume39
Issue number9
DOIs
Publication statusPublished - 1 Sep 1990
Externally publishedYes

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ASJC Scopus subject areas

  • Chemistry(all)

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