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Total Syntheses of Menisporphine and Daurioxoisoporphine C Enabled by Photoredox-Catalyzed Direct C-H Arylation of Isoquinoline with Aryldiazonium Salt
Zhang, Jing1,2; Chen, Jie1,2; Zhang, Xiaoyun2; Lei, Xiaoguang2,3,4
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
2014-11-07
ISSN0022-3263
DOI10.1021/jo5020432
Volume79Issue:21Pages:10682-10688
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Organic
WOS Research AreaChemistry
WOS KeywordVISIBLE-LIGHT PHOTOCATALYSIS ; BISCHLER-NAPIERALSKI REACTION ; ARYL DIAZONIUM SALTS ; BOND FORMATION ; ENANTIOSELECTIVE SYNTHESIS ; MENISPERMUM-DAURICUM ; HETEROAROMATIC BASES ; CONVENIENT SYNTHESIS ; RADICAL ADDITIONS ; METAL-FREE
AbstractIsoquinoline 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.
Language英语
WOS IDWOS:000344638200075
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:40[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/167313
Collection中国科学院大连化学物理研究所
Corresponding AuthorLei, Xiaoguang
Affiliation1.Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin 300072, Peoples R China
2.Natl Inst Biol Sci NIBS, Beijing 102206, Peoples R China
3.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
4.Peking Univ, Ctr Life Sci, Beijing 100871, Peoples R China
Recommended Citation
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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