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Synthesis of condensed tetrahydroimidazo[1,2-a]quinazoline-1,5-dione derivatives
Authors:Rustam T. Iminov  Anton V. Tverdokhlebov  Andrey A. Tolmachev  Yulian M. Volovenko  Svetlana V. Shishkina  Oleg. V. Shishkin
Affiliation:1. Kiev National Taras Shevchenko University, Volodimirska str. 62, 01033 Kiev, Ukraine;2. Enamine Ltd., Alexandra Matrosova str. 23, 01103 Kiev, Ukraine;3. STC ‘Institute for Single Crystals’, NAS of Ukraine, 60 Lenina ave., 61001 Kharkiv, Ukraine;4. V. N. Karazin Kharkiv National University, 4 Svobody sq., 61022 Kharkiv, Ukraine
Abstract:Heating of N-{2-[(R-amino)carbonyl]phenyl}prolinamides in triethyl orthoformate solution was found to give 6-R-5,6,6a,8,9,10,10a,11-octahydropyrrolo[1′,2′:3,4]imidazo[1,2-a]quinazoline-5,11-diones. Similar reaction of N-{2-[(R-amino)carbonyl]phenyl}thiazolidine-4-carboxamides afforded 6-R-5,6,6a,10,10a,11-hexahydrothiazolo[3′,4′:3,4]imidazo[1,2-a]quinazoline-5,11-diones. The relative configuration of C-6a and C-10a centres of the tetracyclic compounds obtained was assigned as trans on the basis of X-ray crystallographic study.
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