Total Syntheses of Menisporphine and Daurioxoisoporphine C Enabled by Photoredox-Catalyzed Direct C-H Arylation of Isoquinoline with Aryldiazonium Salt
Zhang, Jing2,3; Chen, Jie2,3; Zhang, Xiaoyun3; Lei, Xiaoguang1,3,4
刊名JOURNAL OF ORGANIC CHEMISTRY
2014-11-07
卷号79期号:21页码:10682-10688
ISSN号0022-3263
DOI10.1021/jo5020432
文献子类Article
英文摘要Isoquinoline alkaloids are attractive natural products due to their diverse chemical structures as well as remarkable bioactivities. Herein, we report the concise total syntheses of two isoquinoline alkaloids, menisporphine and daurioxoisoporphine C, through a mild and efficient photoredox-catalyzed direct C-H arylation of isoquinoline core with aryldiazonium salt. This new strategy is complementary to the conventional isoquinoline synthesis and would provide us a useful means to achieve a more convergent and flexible approach to access diverse isoquinoline structures.
WOS关键词VISIBLE-LIGHT PHOTOCATALYSIS ; BISCHLER-NAPIERALSKI REACTION ; ARYL DIAZONIUM SALTS ; BOND FORMATION ; ENANTIOSELECTIVE SYNTHESIS ; MENISPERMUM-DAURICUM ; HETEROAROMATIC BASES ; CONVENIENT SYNTHESIS ; RADICAL ADDITIONS ; METAL-FREE
WOS研究方向Chemistry
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:000344638200075
内容类型期刊论文
源URL[http://cas-ir.dicp.ac.cn/handle/321008/167312]  
专题大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者Lei, Xiaoguang
作者单位1.Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci,Synthet & Funct Biomol C, Minist Educ,Dept Chem Biol,Coll Chem & Mol Engn, Beijing 100871, Peoples R China
2.Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin 300072, Peoples R China
3.Natl Inst Biol Sci NIBS, Beijing 102206, Peoples R China
4.Peking Univ, Ctr Life Sci, Beijing 100871, Peoples R China
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GB/T 7714
Zhang, Jing,Chen, Jie,Zhang, Xiaoyun,et al. Total Syntheses of Menisporphine and Daurioxoisoporphine C Enabled by Photoredox-Catalyzed Direct C-H Arylation of Isoquinoline with Aryldiazonium Salt[J]. JOURNAL OF ORGANIC CHEMISTRY,2014,79(21):10682-10688.
APA Zhang, Jing,Chen, Jie,Zhang, Xiaoyun,&Lei, Xiaoguang.(2014).Total Syntheses of Menisporphine and Daurioxoisoporphine C Enabled by Photoredox-Catalyzed Direct C-H Arylation of Isoquinoline with Aryldiazonium Salt.JOURNAL OF ORGANIC CHEMISTRY,79(21),10682-10688.
MLA Zhang, Jing,et al."Total Syntheses of Menisporphine and Daurioxoisoporphine C Enabled by Photoredox-Catalyzed Direct C-H Arylation of Isoquinoline with Aryldiazonium Salt".JOURNAL OF ORGANIC CHEMISTRY 79.21(2014):10682-10688.
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