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Synthesis of dispiro[indeno[1,2-b]quinoxaline-11,3′-pyrrolizine-2′,2″-[1,3] thiazolo[3,2-a]pyrimidine via cycloaddition reactions
Journal of Chemical Research ( IF 1.0 ) Pub Date : 2018-09-01 , DOI: 10.3184/174751918x15349264445767
Demin Ren 1 , Xiaolian Hu 1 , Yulin Huang 1 , Xiaofang Li 1
Affiliation  

The 1,3-dipolar cycloaddition reaction of ethyl 5-aryl-2-(2-methoxy-2-oxoethylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a] pyrimidine-6-carboxylate and azomethine ylide, which was generated in situ by the reaction of 11H-indeno[1,2-b]quinoxalin-11-one and L-proline, afforded novel 6″ethyl 1′-methyl 5″aryl-7″methyl-3″oxo-5’,6’,7’,7a′-tetrahydro-1'H,3″H,5″H-dispiro[indeno[1,2-b]quinoxaline-11, 3 ‘-pyrrolizine-2’,2″-[1,3]thiazolo[3,2-a]pyrimidine-1’,6″-dicarboxylates in good yields. The structures of all the products were characterised thoroughly by NMR, IR and HRMS together with X-ray crystallographic analysis.

中文翻译:

环加成反应合成二螺[茚并[1,2-b]喹喔啉-11,3'-吡咯嗪-2',2"-[1,3]噻唑并[3,2-a]嘧啶

5-芳基-2-(2-甲氧基-2-氧代亚乙基)-7-甲基-3-氧代-2,3-二氢-5H-[1,3]噻唑并[3]乙基的1,3-偶极环加成反应,2-a] pyrimidine-6-carboxylate 和 azomethine ylide,由 11H-indeno[1,2-b]quinoxalin-11-one 和 L-proline 反应原位生成,得到新型 6″乙基 1′ -甲基5″芳基-7″甲基-3″氧代-5',6',7',7a'-四氢-1'H,3″H,5″H-二螺[indeno[1,2-b] quinoxaline-11, 3'-pyrrolizine-2',2"-[1,3]thiazolo[3,2-a]pyrimidine-1',6"-dicarboxylates 收率良好。所有产物的结构均通过NMR、IR和HRMS以及X射线晶体学分析进行了彻底表征。
更新日期:2018-09-01
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