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Synthesis of 5,6-Dihydropyrazolo[5,1-a]isoquinolines through Tandem Reaction of C,N-Cyclic Azomethine Imines with α,β-Unsaturated Ketones
Molecules ( IF 4.2 ) Pub Date : 2023-04-25 , DOI: 10.3390/molecules28093710
Young Jae Yun 1 , Sung-Gon Kim 1
Affiliation  

An innovative and efficient approach has been developed for the synthesis of 5,6-dihydropyrazolo[5,1-a]isoquinolines. This one-pot tandem reaction involves the reaction of C,N-cyclic azomethine imines with α,β-unsaturated ketones, using K2CO3 as the base and DDQ as the oxidant. The process results in functionalized 5,6-dihydropyrazolo[5,1-a]isoquinolines with good yields. This convenient one-step method encompasses a tandem [3 + 2]-cycloaddition, detosylation, and oxidative aromatization.

中文翻译:

C,N-环偶氮亚胺与α,β-不饱和酮串联反应合成5,6-二氢吡唑并[5,1-a]异喹啉

已开发出一种创新且有效的方法来合成 5,6-二氢吡唑并 [5,1-a] 异喹啉。这种一锅串联反应涉及 C,N-环偶氮甲亚胺与 α,β-不饱和酮的反应,以 K2CO3 为碱,DDQ 为氧化剂。该过程以良好的产率产生功能化的 5,6-二氢吡唑并 [5,1-a] 异喹啉。这种方便的一步法包括串联 [3 + 2]-环加成、去甲苯磺酰化和氧化芳构化。
更新日期:2023-04-25
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