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Selectfluor-Enabled C(sp3)-H Alkoxylation of 3-Methylfuranocoumarins.
Qin, Zengxin; Zhao, Mengfei; Zhang, Kaixin; Goto, Masuo; Lee, Kuo-Hsiung; Li, Jizhen.
Affiliation
  • Qin Z; Department of Organic Chemistry, College of Chemistry, Jilin University, Jiefang Road 2519, Changchun 130023, China.
  • Zhao M; Department of Organic Chemistry, College of Chemistry, Jilin University, Jiefang Road 2519, Changchun 130023, China.
  • Zhang K; Department of Organic Chemistry, College of Chemistry, Jilin University, Jiefang Road 2519, Changchun 130023, China.
  • Goto M; Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599, United States.
  • Lee KH; Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599, United States.
  • Li J; Department of Organic Chemistry, College of Chemistry, Jilin University, Jiefang Road 2519, Changchun 130023, China.
J Org Chem ; 86(11): 7864-7871, 2021 06 04.
Article in En | MEDLINE | ID: mdl-34033489
ABSTRACT
A facile and metal-free method for the direct C(sp3)-H bond alkoxylation of 3-methylfuranocoumarins with alcohols has been disclosed. Selectfluor enabled the (hetero)benzylic C-H etherification by tuning the reaction temperature and solvent. Various alcohols were compatible in this transformation with suitable yields. The mechanistic studies revealed that the reaction might undergo the double addition process of alcohols, as well as the departure of a fluoride anion and the formation of an oxonium ion.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Diazonium Compounds / Alcohols Language: En Journal: J Org Chem Year: 2021 Type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Diazonium Compounds / Alcohols Language: En Journal: J Org Chem Year: 2021 Type: Article Affiliation country: China