Singlet oxygen is known to undergo a 1,4-cycloaddition reaction with dienes analogous to the Diels-Alder reaction\*. A recent communication3 reported that it can also undergo a 1,3dipolar addition reaction with diazomethane, an extremely reactive species. We wish to report
Chemistry of singlet oxygen. XX. Mechanism of the sensitized photooxidation of enamines
β Scribed by Christopher S. Foote; Alice A. Dzakpasu; John H.-P. Lin
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- French
- Weight
- 245 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
1-Arylallenes react with singlet oxygen via 1,Zand 1,4\_cycloaddition modes giving rise to three types of carbonyl fragments. l,l-Diphenyl-and 1-methyl-1-phenylallenes react predominantly by the 1,4-mode. Plausible mechanisms are discussed for the formation of the observed products.
## Abstract The reactions of singlet oxygen with all possible isomers of monoβ and dimethylnaphthalenes as well as with 1,4,6,7βtetramethylnaphthalene have been studied. Apart from 2βmethylnaphthalene, which does not react under our reaction conditions, attack on 1,4β and in some cases also on 5,8β