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Synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines via three-component [3 + 2] cycloaddition followed by one-pot N-allylation and intramolecular Heck reactions.
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-06-04 , DOI: 10.3762/bjoc.16.106
Xiaoming Ma 1 , Suzhi Meng 1 , Xiaofeng Zhang 2, 3 , Qiang Zhang 4 , Shenghu Yan 1 , Yue Zhang 1 , Wei Zhang 2
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Two kinds of [3 + 2] cycloaddition intermediates generated from the three-component reactions of 2-bromobenzaldehydes and maleimides with amino esters or amino acids were used for a one-pot N-allylation and intramolecular Heck reactions to form pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines. The multicomponent reaction was combined with one-pot reactions to make a synthetic method with good pot, atom and step economy. MeCN was used as a preferable green solvent for the reactions.

中文翻译:

通过三组分[3 + 2]环加成反应,然后进行一锅N-烯丙基化和分子内Heck反应,合成吡咯烷二酮稠合的六氢吡咯并[2,1-a]异喹啉。

由2-溴苯甲醛和马来酰亚胺与氨基酯或氨基酸的三组分反应生成的两种[3 + 2]环加成中间体用于一锅N-烯丙基化和分子内Heck反应,形成吡咯烷二酮稠合的六氢吡咯[ 2,1- a ]异喹啉。将多组分反应与一锅法反应相结合,以制备具有良好的锅法,原子法和步骤经济性的合成方法。MeCN用作反应的优选绿色溶剂。
更新日期:2020-06-04
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