✦ LIBER ✦
Oxidative cyclization of aryl-substituted (Z)-N-acetyl-α-dehydroalanines having a dialkylamino group, in the presence of dioxygen
✍ Scribed by Kohji Oshimi; Kanji Kubo; Atsushi Kawasaki; Kei Maekawa; Tetsutaro Igarashi; Tadamitsu Sakurai
- Book ID
- 104250959
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 96 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
It was found that the reactions of the title compounds (1) with dioxygen in methanol proceed according to the first-order kinetics to give (Z)-2-imidazolin-5-one derivatives and hydrogen peroxide in quantitative yields. Substituent and solvent effects on the rate constant for this oxidative cyclization reaction are consistent with the rate-determining electron transfer from the dialkylamino nitrogen in the starting 1 to dioxygen.