Acyl Radical Smiles Rearrangement To Construct Hydroxybenzophenones by Photoredox Catalysis
Li, Junzhao1; Liu, Zhengyi1; Wu, Shuang1,2; Chen, Yiyun1,2
2019-04-05
Source PublicationORGANIC LETTERS
ISSN1523-7060
Volume21Issue:7Pages:2077-2080
Status已发表
DOI10.1021/acs.orglett.9b00353
AbstractThe first visible-light-induced acyl radical Smiles rearrangement to transform biaryl ethers to hydroxybenzophenones under mild and metal-free conditions is reported. Using the dual catalysis of hypervalent iodine(III) reagents and organophotocatalysts, ketoacids readily generate acyl radicals and undergo 1,5-ipso addition. This method can construct electron-deficient and electron-rich hydroxybenzophenones with excellent chemoselectivity and on gram scale. The performance of the reaction in neutral aqueous conditions holds potential for future biomolecule applications.
Indexed BySCI ; IC ; CCR
Language英语
Funding ProjectStrategic Priority Research Program of the Chinese Academy of Sciences[XDB20020200]
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000464247500030
PublisherAMER CHEMICAL SOC
WOS KeywordALPHA-KETO ACIDS ; ARYL MIGRATION REACTIONS ; CARBOXYLIC-ACIDS ; DECARBOXYLATIVE ALKYNYLATION ; MERGING PHOTOREDOX ; NICKEL CATALYSIS ; DERIVATIVES ; ALKYLATION ; ARYLATION ; REAGENTS
Original Document TypeArticle
Citation statistics
Cited Times:20[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttps://kms.shanghaitech.edu.cn/handle/2MSLDSTB/34334
Collection物质科学与技术学院_硕士生
物质科学与技术学院_特聘教授组_陈以昀组
Corresponding AuthorChen, Yiyun
Affiliation1.Chinese Acad Sci, Univ Chinese Acad Sci, State Key Lab Bioorgan & Nat Prod Chem, Ctr Excellence Mol Synth,Shanghai Inst Organ Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
2.ShanghaiTech Univ, Sch Phys Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China
Corresponding Author AffilicationSchool of Physical Science and Technology
Recommended Citation
GB/T 7714
Li, Junzhao,Liu, Zhengyi,Wu, Shuang,et al. Acyl Radical Smiles Rearrangement To Construct Hydroxybenzophenones by Photoredox Catalysis[J]. ORGANIC LETTERS,2019,21(7):2077-2080.
APA Li, Junzhao,Liu, Zhengyi,Wu, Shuang,&Chen, Yiyun.(2019).Acyl Radical Smiles Rearrangement To Construct Hydroxybenzophenones by Photoredox Catalysis.ORGANIC LETTERS,21(7),2077-2080.
MLA Li, Junzhao,et al."Acyl Radical Smiles Rearrangement To Construct Hydroxybenzophenones by Photoredox Catalysis".ORGANIC LETTERS 21.7(2019):2077-2080.
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