SYNTHESIS OF SOME 9-ALKENYLANTHRACENES AND ITS CYCLOADDITION: ADDUCTS OF 2-BROMOACRYLALDEHYDE

Adel Al-Saeedi, Usama Karama, Mohammad Mohsin, Mazahar Farooqui
2014 Int. J. Chem. Sci   unpublished
Anthracene and its derivatives can behave as a diene; therefore, it has ability to undergo cycloaddition reactions with a variety of dienophiles at position 9 and 10, where the lowest benzenoid character exists. This research aims to synthesis some 9-alkenylanthracenes, such as 9-vinylanthracene (9-ethenylanthracne), 9-prop-2-enyl-anthracene (9-allylanthracene), 9-but-3-enyl-anthracene (9-homoallylanthracene), and 9-pent-4-enyl-anthracene and its cycloaddition with 2-bromoacrylaldehyde to give
more » ... ylaldehyde to give both possible [4+2] cycloadduct (ortho and/or meta). The results showed that ortho is preferred in all of the experimental cases with good yields.
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