1,5-DIARYLPENT-4-ENE-1,3-DIONES IN THE SYNTHESIS OF SPIRO[(THIA)PYRROLIZIDINE-3,3'-OXINDOLES] AND 1,3-DIARYL-5-SPIRO[OXINDOLE-3,3'-PYRROLIZIDIN-2'-YL]-1<i>H</i>-PYRAZOLES
Authors
Владислав Ю. Коротаев
Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
Николай С. Зимницкий
Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
Андрей Д. Деникаев
Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
Алексей Ю. Барков
Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
Игорь Б. Кутяшев
Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
Вячеслав Я. Сосновских
Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
The three-component reaction of (E)-1,5-diarylpent-4-ene-1,3-diones, isatins, and (thia)proline in i-PrOH at room temperature proceeds regio- and stereoselectively leading to the formation of spiro[(thia)pyrrolizidine-3,3'-oxindoles] with the 1,3-dicarbonyl moiety in the (thia)pyrrolizidine ring. Subsequent treatment of these tetracyclic products with arylhydrazine hydrochlorides under reflux in the EtOH–AcOH system gave 5-substituted 1,3-diaryl-1H-pyrazoles in high yields.
Author Biography
Владислав Ю. Коротаев, Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
51 Lenin Ave., Yekaterinburg 620000, Russia
ведущий научный сотрудник отдела химического материаловедения