Synthesis of 4-Aryl Isoquinolinedione Derivatives by a Palladium-Catalyzed Coupling Reaction of Aryl Halides with Isoquinoline-1,3(2H,4H)-diones

被引:16
作者
Yang, Yuanyong [1 ,2 ]
Li, Yingxian [1 ]
Cheng, Cheng [1 ]
Yang, Guo [1 ]
Zhang, Jiquan [1 ,2 ]
Zhang, Yi [1 ,2 ]
Zhao, Yonglong [1 ,2 ]
Zhang, Lin [1 ,2 ]
Li, Chun [1 ,2 ]
Tang, Lei [2 ,3 ]
机构
[1] Guizhou Med Univ, Sch Pharm, Guiyang 550004, Guizhou, Peoples R China
[2] Guizhou Med Univ, State Key Lab Funct & Applicat Med Plants, Guiyang 550014, Guizhou, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
TETRAHYDROISOQUINOLINE ALKALOIDS; ACTIVATED ALKENES; C-C; CHEMISTRY; ARYLATION;
D O I
10.1021/acs.joc.7b02961
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed cross-coupling reaction of aryl halides with isoquinoline-1,3(2H,4H)-diones for the synthesis of 4-aryl isoquinoline-1,3(2H,4H)-diones was developed. The reaction conditions exhibit remarkable compatibility with various aryl halides and isoquinoline-1,3(2H,4H)-diones, and the product could be conveniently transformed to 4-aryl tetrahydroisoquinolines. (+/-) Dichlorofensine was synthesized using this protocol in two steps with an overall yield of 71%.
引用
收藏
页码:3348 / 3353
页数:6
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