Synthesis of 3,4-Fused Tricyclic Indoles through Cascade Carbopalladation and C-H Amination: Development and Total Synthesis of Rucaparib

被引：61

作者：

Cheng, Cang ^{[1
]}

Zuo, Xiang ^{[1
]}

Tu, Dongdong ^{[1
]}

Wan, Bin ^{[1
]}

Zhang, Yanghui ^{[1
]}

机构：

[1] Tongji Univ, Shanghai Key Lab Chem Assessment & Sustainabil, Sch Chem Sci & Engn, Shanghai 200092, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 13期

基金：

中国国家自然科学基金;

关键词：

ACTIVATION; CYCLIZATION; FUNCTIONALIZATION; HYDROARYLATION; CONSTRUCTION; COMBINATION; ANNULATION; INHIBITORS; SEQUENCE; ALKYNES;

D O I：

10.1021/acs.orglett.0c01513

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3,4-Fused tricyclic indole scaffolds are ubiquitous in bioactive natural products and pharmaceuticals. A new protocol for the synthesis of 3,4-fused tricyclic indoles has been developed through cascade carbopalladation and C-H amination with N,N-di-tert-butyldiaziridinone. The protocol allows access to a range of 3,4-fused tricyclic indoles, including those containing various linkers and fused with medium-sized rings. Rucaparib can be synthesized via this reaction, providing an advantageous synthetic method for the FDA-approved cancer medicine.

引用

页码：4985 / 4989

页数：5

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