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Synthesis of 3,4-Fused Tricyclic Indoles through Cascade Carbopalladation and C-H Amination: Development and Total Synthesis of Rucaparib.
Organic Letters ( IF 5.2 ) Pub Date : 2020-06-17 , DOI: 10.1021/acs.orglett.0c01513
Cang Cheng 1 , Xiang Zuo 1 , Dongdong Tu 1 , Bin Wan 1 , Yanghui Zhang 1
Affiliation  

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.

中文翻译:

通过级联碳钯和CH胺化反应合成3,4-稠合的三环吲哚:Rucaparib的开发和全合成。

3,4-融合的三环吲哚支架在生物活性天然产物和药物中普遍存在。通过级联碳氢键合和NN-二叔丁基二氮杂吡啶酮的CH-H胺化反应,已开发出一种新的3,4-稠合三环吲哚合成方法。该协议允许访问一系列3,4-稠合的三环吲哚,包括那些包含各种接头并与中等大小的环稠合的吲哚。Rucaparib可以通过该反应合成,为FDA批准的癌症药物提供了一种有利的合成方法。
更新日期:2020-07-02
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