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Psevdoazuleny
Sintez, stroenie, reakcionnaya sposobnost'. Poluchenie psevdoazulenov reciklizaciej oxazol-soderzhashhih geterociklov
Russian
155 b
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Osoboe mesto v ryadu aromaticheskih geterociklov zanimajut dipolyarnye sistemy psevdoazulenov - geterociklov, pi-izo-jelektronnyh azulenu. Prostejshim predstavitelem semejstva psevdoazulenov mozhet sluzhit' ciklopenta[s]piridin (izvestnyj takzhe kak 2N-pirindin). Svedeniya o stroenii i reakcionnoj sposobnosti psevdoazulenov, v osobennosti, pirindinov, do sih por odnako, krajne skudny, poskol'ku ostroj problemoj, sderzhivajushhej razvitie himii jetogo podklassa, yavlyaetsya otsutstvie universal'nyh metodov ih sinteza. Esli sintez azulenov po Gafneru (reakciej solej pirilliya ili piridiniya s anionom ciklopentadiena) yavlyaetsya dostatochno obshhim, to vozmozhnost' analogichnoj strategii sinteza klassa psevdoazulenov (reakciej solej azoliya s shhelochnymi solyami ciklopentadiena) izuchena lish' na edinichnyh primerah. Cel'ju dannoj raboty yavlyalos' izuchenie vozmozhnosti ispol'zovat' strategiju reciklizacii solej oxazoliya i ih pirido-annelirovannyh analogov pod dejstviem aniona ciklopentadiena (i ego benz-proizvodnyh) dlya razrabotki novogo udobnogo podhoda k sintezu pirindina i ego ranee neizvestnyh geterociklicheskih analogov, a takzhe podrobnoe issledovanie fizicheskih i himicheskih svojstv obrazujushhihsya psevdoazulenov.
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