【摘 要】
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In recent years,tandem cyclization has emerged as a versatile and economical strategy for the synthesis of highly functionalized polycyclic ring systems,which has attracted substantial interest from c
【机 构】
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Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central
【出 处】
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中国化学会第十三届全国有机合成化学学术研讨会
论文部分内容阅读
In recent years,tandem cyclization has emerged as a versatile and economical strategy for the synthesis of highly functionalized polycyclic ring systems,which has attracted substantial interest from chemists.In particular,tandem double cyclization has found wide applications in total synthesis of natural products because of its advantages in unparalleled efficiencies,reducing the reaction steps and waste production.14,9-Dihydropyrrolo[2,1-b]quinazoline and its derivatives can be found in numerous natural products and biologically active molecules such as vasicoline,2 vasicine3 and batracylin.4 Due to the importance and utility of 4,9-dihydropyrrolo[2,1-b]quinazoline derivatives,a simplified synthesis of this heteropolycyclic system offers great value.To the best of our knowledge,however,only a few approaches have been reported thus far to construct this novel structure.Herein,we have reported a new acid-catalyzed multicomponent reaction to construct polysubstituted 4,9-dihydropyrrolo[2,1-b]quinazolines from readily available arylglyoxal monohydrates,2-aminobenzylamine,and trans-β-nitrostyrenes in a single operation.Notably,this work represents a fascinating approach for the direct construction of three C-N bonds and one C-C bond via tandem double cyclization in a single step without any metal additives.
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