Facile synthesis of phenacyl iodides from styrenes under visible light irradiation with fluorescent lamps

Tetrahedron Letters

Volumn 48, Issue 7, 2007, Pages 1131-1133

  Nakayama, Hiroki ^a   Itoh, Akichika ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Iodine; Phenacyl iodides; Styrenes; Visible light

Indexed keywords

IODIDE; PHENACYL IODIDE DERIVATIVE; STYRENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; FLUORESCENT LIGHTING; LIGHT; REACTION ANALYSIS; SYNTHESIS; ULTRAVIOLET RADIATION;

EID: 33846210680     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.12.065     Document Type: Article

References (15)

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7. 2 (1 equiv) in dry ethyl acetate in a Pyrex test tube under aerobic conditions was stirred and irradiated with four 22-W fluorescent lamps, which were set up at a distance of 65 mm, for 24 h. The temperature of the final stage of this reaction was about 50 °C. The reaction mixture was concentrated under reduced pressure, and the pure product was obtained by preparative TLC.
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12. H-Y, Na-Y and H-ZSM-5 were purchased from TOSOH Co.
13. Silica gel (230-400 mesh) was purchased from Merck Co.
14. When using 4-methoxystyrene as the substrate, the product was a complex mixture, and the corresponding carboxylic acid or product of iodination at the aromatic nucleus was not detected.
15. In the presence of 0.1 equiv of galvinoxyl, 40% of 4-tert-butylphenacyliodide and 23% of 2-iodo-1-(4-tert-butylphenyl)ethanol were obtained when using 4-tert-butylstyrene as the substrate.