Modular and Divergent Syntheses of Protoberberine and Protonitidine Alkaloids

被引:13
作者
Liu, Kai [1 ]
Jiang, Xuefeng [1 ,2 ]
机构
[1] East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
关键词
O BOND FORMATION; MECHANISM DISTINCT; BERBERINE; ACCESS; ISOQUINOLINES; DERIVATIVES; ANNULATION; ARYLATION; STRATEGY; CASCADE;
D O I
10.1021/acs.orglett.0c04310
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A modularly convergent and divergent strategy was established for the family synthesis of both protoberberine and protonitidine alkaloids. The robust, scalable, and flexible synthetic route featured a collective preparation of protoberberine and protonitidine alkaloids from a common isoquinoline assembled from pyridyne as the key synthon, which was based on the selective N-C or C-C cyclization via distinct processes. Through the strategy, 20 protoberberine alkaloids, 5 protonitidine alkaloids, and 11 analogues with diverse substituents were comprehensively aquired.
引用
收藏
页码:1327 / 1332
页数:6
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