Reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with S-nucleophiles

Authors
Bazyl, IT Kisil, SP Frolov, SN Burgart, YV Saloutin, VI
Citation
It. Bazyl et al., Reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with S-nucleophiles, RUSS CHEM B, 48(8), 1999, pp. 1537-1541
Citations number
15
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
48
Issue
8
Year of publication
1999
Pages
1537 - 1541
Database
ISI
SICI code
1066-5285(199908)48:8<1537:ROE5A3>2.0.ZU;2-J
Abstract
The reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate w ith mercaptoacetic acid and 1,2-ethanedithiol afforded C(7)-substitution pr oducts. The above-mentioned chromone reacted with 2-mercaptoethanol to yiel d 7-mono- or 5,7,8-trisubstituted products depending on the reaction condit ions. The reaction of 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin w ith 2-mercaptoethanol afforded a 5,7,8-trisubstituted product. The acyl-lac tone rearrangement of mono- and trisubstituted chromones yielded the corres ponding coumarins.