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Copper-Catalyzed Oxidative Fragmentation of Alkynes with NFSI Provides Aryl Ketones.
Tang, Lin; Yang, Fang; Cheng, Hao; Tan, Chen; Jin, Chaochao; Chen, Hanfei; Huang, Yifan; Zhang, Shuaifei; Song, Weihan; Tan, Jiajing.
Affiliation
  • Tang L; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Yang F; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Cheng H; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Tan C; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China.
  • Jin C; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China.
  • Chen H; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Huang Y; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Zhang S; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Song W; College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
  • Tan J; Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology (BUCT), Beijing 100029, China.
Org Lett ; 22(21): 8618-8623, 2020 Nov 06.
Article in En | MEDLINE | ID: mdl-33026814
A copper-catalyzed oxidative cleavage reaction of alkynes using NFSI and TBHP was described. Various terminal and internal alkyne substrates were employed to render quick access to aryl ketone products in moderate to good yields. NFSI not only functioned as N-centered radical precursors but also engaged in the aryl group migration. Mechanistic studies also suggested the important role of water in the title reactions.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2020 Document type: Article Affiliation country: China Country of publication: United States
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2020 Document type: Article Affiliation country: China Country of publication: United States