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Communication | Regular issue | Vol 63, No. 7, 2004, pp.1541-1545
Published online, 18th May, 2004
DOI: 10.3987/COM-04-10088
Efficient Photochemical Oxetane Formation from 2-Pyrones and Benzophenones in the Solid State

Tetsuro Shimo, Ryoji Yamaguchi, Yuka Odo, and Kenichi Somekawa*

*Department of Applied Chemistry, Faculty of Engineering, Kagoshima University, Korimoto, Kagoshima 890, Japan


Solid-state photocycloaddition reactions of 2-pyrones (1, 4) with benzophenone derivatives (2a-c, f) afforded highly site- and regioselective oxetanes (3a, 3b, 3c, 3f, 5a, 5b, 5c, 5f) across the C5-C6 double bond in 1 or 4 via the triplet excited state of 2. The site- and regioselectivities were explained by MO calculations.