Preparation and Diels–Alder reactivity of benzothieno[2,3-c]- and benzothieno[3,2-c]-pyran-3-ones, benzothiophene-2,3-quinodimethane analogues; synthesis of dibenzothiophenes
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 681-687
- https://doi.org/10.1039/p19900000681
Abstract
The benzothieno[2,3-c]pyran-3-ones (6) and the isomeric [3,2-c] pyranones (7) are stable analogues of benzothiophene-2,3-quinodimethane (3). When heated with alkynes they undergo Diels-Alder reactions to give, after loss of carbon dioxide, dibenzothiophenes. The regiochemistry of the Diels–Alder reaction is discussed.Keywords
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