Abstract
Irradiation of the
polyfunctional 2-methoxyphenyl phenyl ethers obtained by degradation of lichen
depsidones results in the formation of dibenzofurans by ring closure involving
elimination of the elements of methanol. In contrast, simply substituted methoxyphenyl
phenyl ethers underwent rearrangement on irradiation and produced
hydroxybiphenyls. A mechanistic rationalization of these results has been
proposed which invokes the initial formation of a diradical species upon
irradiation. The formation of a stable product from this diradical intermediate
can then be achieved by a variety of reaction pathways.
Cited by
26 articles.
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