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Synthesis of structurally constrained 4-quinazolinone derivatives with a tetrahedral C-2 atom present in three rings |
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| Authors: | Rustam T Iminov Andrey A Tolmachev Yulian M Volovenko Oleg V Shishkin |
| Institution: | a Kiev National Taras Shevchenko University, Volodimirska Str. 62, 01033 Kiev, Ukraine b Enamine Ltd, Alexandra Matrosova Str. 23, 01103 Kiev, Ukraine c STC ‘Institute for Single Crystals’, NAS of Ukraine, 60 Lenina Ave., 61001 Kharkiv, Ukraine |
| Abstract: | The reaction of 2-aminobenzamides with 2-oxocyclopentane-, 2-oxocyclohexane-, and 2-oxocycloheptaneacetic acids esters was found to give 7a,8,9,10-tetrahydrocyclopenta2,3]pyrrolo1,2-a]quinazoline-6,12(7H,11H)-diones, 7,7a,8,9,10,11-hexahydro-6H-indolo1,7a-a]quinazoline-6,13(12H)-diones, and 7a,8,9,10,11,12-hexahydrocyclohepta2,3]pyrrolo1,2-a]quinazoline-6,14(7H,13H)-diones, respectively. The relative configuration with the cis-fused butyrolactam and cycloalkane rings was assigned to the prepared compounds on the basis of an X-ray crystallographic study. |
| Keywords: | Aminals 2-Aminobenzamides Condensed heterocycles 4-Oxoacids Quinazolines |
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