A Highly Selective Synthesis of (E)-11-Arylidenebenzo [4′,5′] thieno [2′,3′: 4,5] Pyrimido [2,1-a] Isoindol-13(1H)-ones via Copper-Catalyzed Sonogashira Coupling and Hydroamination

被引:0
|
作者
He, Heng [1 ]
Wang, Zhen-Xu [1 ]
Zhang, Mei-Mei [1 ]
Liu, Jian-Quan [1 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Jiangsu Key Lab Green Synth Funct Mat, Xuzhou 221116, Jiangsu, Peoples R China
关键词
alkyne; benzothienopyrimidoisoindoles; copper; hydroamination; Sonogashira coupling; PARALLEL SYNTHESIS; MITIGLINIDE; RALOXIFENE; KAD-1229; AGENT; DERIVATIVES;
D O I
10.1002/ajoc.202400163
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and highly selective reaction of 2-(2-bromophenyl)-5,6,7,8-tetrahydrobenzo [4,5] thieno[2,3-d]pyrimidin-4(3H)-one and terminal alkyne has been developed under palladium-free conditions by CuI-catalyzed sequential Sonogashira coupling reaction and 5-exo-dig hydroamination reaction. A series of 11-arylidene-2,3,4,11-tetrahydrobenzo [4 ',5 ']thieno [2 ',3 ' : 4,5]pyrimido [2,1-a]isoindol-13(1H)-one derivatives with only the (E)-configuration were obtained.
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页数:4
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