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Solid-state double [2+2] photocycloaddition reactions of di-2-pyrones containing aromatic ring with benzophenones

Author(s): Weidong Wang | Guofu Sun | tetsuro shimo

Journal: Scientific Journal of Frontier Chemical Development
ISSN 2167-163X

Volume: 2;
Issue: 1;
Start page: 9;
Date: 2012;
Original page

Keywords: solid-state | photocycloaddition reaction | di-2-pyrone | benzophenone | [2+2] cycloadduct

Solid-state double [2+2] photocycloaddition reactions between di-2-pyrones (1a-d) with benzophenone (2a) afforded highly site- and regioselective oxetane derivatives (3a-d; 1:2 adducts) across the C5-C6 and C5′-C6′ double bonds in 1 via the triplet excited state of 2a. The structures of products were identified by 1H NMR、IR、MS and elemental analysis The solid-state photoreactions has several advantages such as mild reaction conditions, simple operation, environmental friendliness and good yield. The oxetane formation proceeded more effectively in the solid state than in solution.
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