Photooxygenation of 3-acetyl-5-aryl-2-methylfurans via endoperoxide intermediate and the following reactions

• Published in: Tetrahedron Vol. 57; no. 28; pp. 6003 - 6009
• Main Authors: Onitsuka, Satoaki, Nishino, Hiroshi, Kurosawa, Kazu
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 09.07.2001; Elsevier
• Subjects: Chemistry; Chemistry, Organic; endoperoxide intermediate; photooxygenation; Physical Sciences; Science & Technology; UV irradiation; endoperoxide intermediate; UV irradiation; photooxygenation; CYCLIC PEROXIDE; BEHAVIOR; OZONOLYSIS; PHOTOSENSITIZED OXIDATION; FURAN ENDO-PEROXIDES; GENERAL-METHOD; CARBONYL OXIDE CHEMISTRY; SINGLET OXYGEN; MANGANESE(III); 2-ALKOXYFURANS

The photooxygenation of 3-acetyl-5-aryl-2-methylfurans 1a– e selectively produced 2,2-diacetyl-3-aroyloxiranes 2a– e, 3-acetyl-1-aryl-2-pentene-1,4-diones 3a– e, and 3-acetyl-1-aryl-2-hydroxy-2-pentene-1,4-diones 4a– d via the endoperoxide intermediate A depending on the reaction conditions and the...