Synthesis of fluoroacylated 4,5-dihydrofurans and fluoroalkylated tetrahydrofurans by the radical cyclization using manganese(III) acetate. Part II

YILMAZ M., Pekel A. T.

JOURNAL OF FLUORINE CHEMISTRY, vol.132, no.9, pp.628-635, 2011 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 132 Issue: 9
  • Publication Date: 2011
  • Doi Number: 10.1016/j.jfluchem.2011.06.023
  • Journal Name: JOURNAL OF FLUORINE CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.628-635
  • Kocaeli University Affiliated: Yes

Abstract

Manganese(III) acetate-based radical cyclizations of various fluorinated 1,3-dicarbonyl compounds with alkenes produced 3-fluoroacylated 4,5-dihydrofurans and 2-acetyloxy-2-fluoroalkylated tetrahydrofurans in good yields. Mechanism was proposed for the formation of all compounds. The radical cyclization of fluorinated 1,3-dicarbonyls showed to form different cyclized products depending on the structure of alkenes and enol forms of 1,3-dicarbonyls. (C) 2011 Elsevier B.V. All rights reserved.