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A Photosensitizer-Free Radical Cascade for Synthesizing CF3-Containing Polycyclic Quinazolinones with Visible Light.
Hu, Qiang; Yu, Wan-Lei; Luo, Yong-Chun; Hu, Xiu-Qin; Xu, Peng-Fei.
Affiliation
  • Hu Q; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
  • Yu WL; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
  • Luo YC; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
  • Hu XQ; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
  • Xu PF; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
J Org Chem ; 87(2): 1493-1501, 2022 01 21.
Article in En | MEDLINE | ID: mdl-35014249
ABSTRACT
Herein, we report an efficient photoinduced radical tandem trifluoromethylation/cyclization reaction of N-cyanamide alkenes for the synthesis of functionalized quinazolinones. Importantly, the reaction is carried out under mild conditions without any additional photosensitizer, metal, or extra additives. A series of trifluoromethyl quinazolinones were prepared efficiently with good yields and excellent functional group tolerance. Preliminary mechanistic experiments were conducted to indicate that the transformation proceeds via a possible mechanism involving photoexcited EDA complex and chain propagation.
Subject(s)

Full text: 1 Database: MEDLINE Main subject: Photosensitizing Agents / Quinazolinones Language: En Year: 2022 Type: Article

Full text: 1 Database: MEDLINE Main subject: Photosensitizing Agents / Quinazolinones Language: En Year: 2022 Type: Article