Chemistry of singlet oxygen. VI. Photooxygenation of enamines: evidence for an intermediate
โ Scribed by Christopher S. Foote; John Wei-Ping Lin
- Publisher
- Elsevier Science
- Year
- 1968
- Tongue
- French
- Weight
- 196 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
Evidence for a charge-transfer mechanism in the photo-oxygenation of the enamine form of 1-benzyl-3,4-dihydroisoquinolines is presented. Substituent effects, normalized to constant enamine concentration, fit best a mechanism involving the formation of a rate-determining charge-transfer complex.
AS part of our interest in cyclopropyl compounds with an exocyclic double bond, we have investigated the quaternary ammonium salt 1, l-(o-hydroxyphenyl)cyclo-propyltrimethylammoniumiodide2 under alkaline conditions, normally favouring Hofmann elimination. Heating of 1 with 3.5 eq. of KOH for 36 hrs