[reaction: see text]. Irradiation of 2-trimethylsilylmethylphenyl ketones 1 gives benzocyclobutenols 2 and 5 together with siloxybenzocyclobutenes 4. Compound 4 arises from the novel photoinduced 1,5-silyl migration of 1. Irradiation of 1 in the presence of magnesium perchlorate gives the less hindered benzocyclobutenols 5 without the formation of 4. The mechanism of the photochemical reaction of 1 is discussed.
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Silyl migration in the photochemical reactions of 2-trimethylsilylmethylphenyl ketones.
Org Lett
July 2005
Department of Chemistry, Faculty of Science, Saitama University, Shomo-okubo, Sakura-ku, Saitama-city, Japan.
[reaction: see text]. Irradiation of 2-trimethylsilylmethylphenyl ketones 1 gives benzocyclobutenols 2 and 5 together with siloxybenzocyclobutenes 4. Compound 4 arises from the novel photoinduced 1,5-silyl migration of 1.
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