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Visible-Light-Induced C-H Cyanoalkylation of Azauracils with Cycloketone Oxime Esters via Catalytic EDA Complex.
Huang, Xiao-Long; Zhang, Dong-Liang; Li, Qing; Xie, Zong-Bo; Le, Zhang-Gao; Zhu, Zhi-Qiang.
Affiliation
  • Huang XL; Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
  • Zhang DL; Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
  • Li Q; Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
  • Xie ZB; Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
  • Le ZG; Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
  • Zhu ZQ; Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry and Materials Science, East China University of Technology, Nanchang, 330013, China.
Org Lett ; 26(18): 3727-3732, 2024 May 10.
Article in En | MEDLINE | ID: mdl-38678575
ABSTRACT
Photoexcitation electron donor-acceptor (EDA) complexes provide an effective approach to produce radicals under mild conditions, while the catalytic version of EDA complex photoactivation remains scarce. Herein, we report a visible-light-induced organophotocatalytic pathway for the cyanoalkylation of azauracils using inexpensive and readily available 1,4-diazabicyclo[2.2.2]octane (DABCO) as a catalytic electron donor. This synthetic method exhibits exceptional compatibility with various functional groups and presents 34 examples in high yields. The efficient cyanoalkylation offers an environmentally friendly and sustainable route toward enhancing the structural and functional diversity of azauracils.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article Affiliation country: China Country of publication: United States

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article Affiliation country: China Country of publication: United States