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Rapid Access to Polysubstituted Tetrahydrocarbazol-4-ones via Sequential Selective C-H Functionalization from N-Nitrosoanilines

文献类型：期刊论文

作者Li, Chan2,3; Yang, Yanchen4; Fang, Feifei5; Liu, Chaoyi1,3,6; Li, Chunpu1,3,6; Wang, Dechuan2; Liu, Hong1,3,4,6
刊名CHINESE JOURNAL OF CHEMISTRY
出版日期2023-05-09
页码1957-1962
关键词C-H activation Cross dehydrogenative coupling Rhodium catalysis Iridium catalysis Alkenylation Amaidiation Heteroarylation
ISSN号1001-604X
DOI10.1002/cjoc.202300015
通讯作者Wang, Dechuan() ; Liu, Hong(hliu@simm.ac.cn)
英文摘要Herein, we have developed a strategy of Rh(III)-catalyzed C-H activation of N-nitrosoanilines and iodonium ylides to construct novel tetralydrocarbzol-4-one scaffolds, which provided valuable templates for sequential C-H functionalization such as alkylation, alkenylation, amidation and (hetero)arylation at C-5-position of tetralydrocarbzol-4-one with different coupling partners. Gram-scale synthesis and further transformations of tetralydrocarbzol-4-one derivatives to Ondansetron and its analogues demonstrated the utility of this protocol, which enabled the concise and diverse construction of biologically active molecules.
WOS关键词INDOLE ALKALOIDS ; CYCLIZATION ; ACTIVATION ; BOND
资助项目National Natural Science Foundation of China[82130105] ; National Natural Science Foundation of China[82103969] ; National Natural Science Foundation of China[82273766] ; SA-SIBS Scholarship Program ; Youth Innovation Promotion Association CAS[2020282] ; Lingang Laboratory[LG202103-02-06]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000984754300001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/306551]  
专题新药研究国家重点实验室
通讯作者Wang, Dechuan; Liu, Hong
作者单位1.UCAS, Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Zhejiang, Peoples R China
2.China Pharmaceut Univ, Sch Sci, Nanjing 211198, Jiangsu, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China
4.China Pharmaceut Univ, Sch Pharm, Nanjing 211198, Jiangsu, Peoples R China
5.Lingang Lab, Shanghai 200031, Peoples R China
6.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714		 Li, Chan,Yang, Yanchen,Fang, Feifei,et al. Rapid Access to Polysubstituted Tetrahydrocarbazol-4-ones via Sequential Selective C-H Functionalization from N-Nitrosoanilines[J]. CHINESE JOURNAL OF CHEMISTRY,2023:1957-1962.
APA Li, Chan.,Yang, Yanchen.,Fang, Feifei.,Liu, Chaoyi.,Li, Chunpu.,...&Liu, Hong.(2023).Rapid Access to Polysubstituted Tetrahydrocarbazol-4-ones via Sequential Selective C-H Functionalization from N-Nitrosoanilines.CHINESE JOURNAL OF CHEMISTRY,1957-1962.
MLA Li, Chan,et al."Rapid Access to Polysubstituted Tetrahydrocarbazol-4-ones via Sequential Selective C-H Functionalization from N-Nitrosoanilines".CHINESE JOURNAL OF CHEMISTRY (2023):1957-1962.

入库方式： OAI收割

来源：上海药物研究所

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