• Media type: E-Article
  • Title: Synthesis of 1,2,3,4,5,6,7‐Heptasubstituted Cycloheptatrienes through Cycloaddition Reactions of Substituted Cyclopentadienones
  • Contributor: Platonov, Dmitry N.; Belyy, Aleksandr Yu.; Ananyev, Ivan V.; Tomilov, Yury V.
  • Published: Wiley, 2016
  • Published in: European Journal of Organic Chemistry, 2016 (2016) 23, Seite 4105-4110
  • Language: English
  • DOI: 10.1002/ejoc.201600516
  • ISSN: 1434-193X; 1099-0690
  • Keywords: Organic Chemistry ; Physical and Theoretical Chemistry
  • Origination:
  • Footnote:
  • Description: <jats:p>Two schemes for synthesizing heptasubstituted cycloheptatrienes with various substituents in the ring are suggested. The first method is based on cycloaddition of 2,5‐dimethoxycarbonyl‐3,4‐diphenylcyclopentadienone with substituted cyclopropenes and allows cycloheptatrienes containing two or three electron‐withdrawing substituents in the molecule to be obtained. The second method employs a cascade reaction between a substituted cyclopentadienone and appropriate vinyldiazoacetates. It allows the number of electron‐withdrawing substituents to be increased to five. In all cases, heptasubstituted cycloheptatrienes are formed as just one of the possible isomers.</jats:p>