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One-Pot Three-Step Synthesis of Naphtho[2,3-a]carbazole-5,13-diones using a Tandem Radical Alkylation-Cyclization-Aromatization Reaction Sequence

文献类型：期刊论文

作者Ding, Chunyong1,2; Tu, Shanghui1,3; Yao, Qizheng2; Li, Fulong2; Wang, Yuanxiang1; Hu, Wenxiang3; Zhang, Ao1
刊名ADVANCED SYNTHESIS & CATALYSIS
出版日期2010-03
卷号352期号:5页码:847-853
关键词cyclization naphtho[2,3-a]carbazole-5,13-diones radical nucleophilic alkylation silver catalysts tandem reactions
ISSN号1615-4150
DOI10.1002/adsc.200900789
文献子类Article
英文摘要A three-step, one-pot tandem reaction including radical nucleophilic alkylation/cyclization/aromatization was developed using 0.3 equivalents of silver(I) acetate (AgOAc) as the catalyst and 2 equivalents of ammonium persulfate as the oxidant. This strategy is highly efficient for the assembly of pentacyclic complex carbazoles from aryl-fused bromobenzoquinones and indol-3-ylpropanoic acid acids in 52-72% overall yields (three steps). This new approach provides a significant improvement over the previously reported methods and would greatly facilitate analog library construction of pentacyclic complex carbazoles and benefit further biological evaluation of these compounds.
WOS关键词VITRO ANTIPROLIFERATIVE ACTIVITIES ; CHECKPOINT-1 KINASE INHIBITORS ; BIOLOGICAL-ACTIVITIES ; GRANULATIMIDE ANALOGS ; REBECCAMYCIN ; ANTITUMOR ; CARBAZOLES ; DERIVATIVES ; BEARING ; UCN-01
资助项目Chinese National Science Foundation[30772625] ; National Science & Technology Major Project on "Key New Drug Creation and Manufacturing Program"[2009ZX09301-001] ; National Science & Technology Major Project on "Key New Drug Creation and Manufacturing Program"[2009ZX09103-062] ; "863" grant[2007AA022163] ; Chinese Academy of Sciences[00000000]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000276317800007
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/278954]  
专题药物化学研究室
通讯作者Yao, Qizheng
作者单位1.Shanghai Inst Mat Med, SOMCL, Shanghai 201203, Peoples R China;
2.China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Peoples R China;
3.Capital Normal Univ, Phys Organ & Med Chem Dept, Beijing 100048, Peoples R China
推荐引用方式
GB/T 7714		 Ding, Chunyong,Tu, Shanghui,Yao, Qizheng,et al. One-Pot Three-Step Synthesis of Naphtho[2,3-a]carbazole-5,13-diones using a Tandem Radical Alkylation-Cyclization-Aromatization Reaction Sequence[J]. ADVANCED SYNTHESIS & CATALYSIS,2010,352(5):847-853.
APA Ding, Chunyong.,Tu, Shanghui.,Yao, Qizheng.,Li, Fulong.,Wang, Yuanxiang.,...&Zhang, Ao.(2010).One-Pot Three-Step Synthesis of Naphtho[2,3-a]carbazole-5,13-diones using a Tandem Radical Alkylation-Cyclization-Aromatization Reaction Sequence.ADVANCED SYNTHESIS & CATALYSIS,352(5),847-853.
MLA Ding, Chunyong,et al."One-Pot Three-Step Synthesis of Naphtho[2,3-a]carbazole-5,13-diones using a Tandem Radical Alkylation-Cyclization-Aromatization Reaction Sequence".ADVANCED SYNTHESIS & CATALYSIS 352.5(2010):847-853.

入库方式： OAI收割

来源：上海药物研究所

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