Concise Synthesis of Vesnarinone and Its Analogues by Using Pd-Catalyzed C-N Bond-Forming Reactions

被引:6
|
作者
See, Yi Yang [1 ,2 ]
Tuan Thanh Dang [1 ]
Chen, Anqi [1 ]
Seayad, Abdul Majeed [1 ]
机构
[1] Inst Chem & Engn Sci, Singapore 138665, Singapore
[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
Total synthesis; Homogeneous catalysis; Heterogeneous catalysis; Cross-coupling; Amination; Palladium; CROSS-COUPLING REACTIONS; TEMPERATURE SUZUKI-MIYAURA; BUCHWALD-HARTWIG; ARYL HALIDES; PALLADIUM NANOPARTICLES; CARBONYLATION REACTIONS; ATMOSPHERIC-PRESSURE; CYTOKINE PRODUCTION; AMINOCARBONYLATION; EFFICIENT;
D O I
10.1002/ejoc.201403054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and concise synthesis of vesnarinone and its analogues from readily available starting materials and by using catalytic C-N bond-forming reactions is reported. In this protocol, a homogeneous Pd-catalyzed Buchwald-Hartwig amination and a supported Pd nanoparticles catalyzed aminocarbonylation were utilized as the two key reactions to prepare vesnarinone in an overall yield of 73%. Sixteen analogues were also synthesized in up to 89% overall yield.
引用
收藏
页码:7405 / 7412
页数:8
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