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Synthesis of structurally constrained 4-quinazolinone derivatives with a tetrahedral C-2 atom present in three rings
Authors:Rustam T. Iminov  Andrey A. Tolmachev  Yulian M. Volovenko  Oleg V. Shishkin
Affiliation: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-tetrahydrocyclopenta[2,3]pyrrolo[1,2-a]quinazoline-6,12(7H,11H)-diones, 7,7a,8,9,10,11-hexahydro-6H-indolo[1,7a-a]quinazoline-6,13(12H)-diones, and 7a,8,9,10,11,12-hexahydrocyclohepta[2,3]pyrrolo[1,2-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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