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Synthesis of 2a,8b-Dihydrocyclobuta[a]naphthalene-3,4-diones
On irradiation (λ = 350 nm) in neat hex-1-yne, naphthalene-1,2-dione monoacetals 1 afford mixtures of pentacyclic photodimers and up to 25% (isolated yield) of mixed photocycloadducts 2. Careful acidic hydrolysis of the acetal function of 2 gives the title compounds 3, the overall sequence represent...
| Autores principales: | , |
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| Formato: | Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2010
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2919270/ https://www.ncbi.nlm.nih.gov/pubmed/20703383 http://dx.doi.org/10.3762/bjoc.6.76 |
| Sumario: | On irradiation (λ = 350 nm) in neat hex-1-yne, naphthalene-1,2-dione monoacetals 1 afford mixtures of pentacyclic photodimers and up to 25% (isolated yield) of mixed photocycloadducts 2. Careful acidic hydrolysis of the acetal function of 2 gives the title compounds 3, the overall sequence representing a first approach to a (formal) [2 + 2] photocycloadduct of a 1,2-naphthoquinone to an alkyne. |
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