Cloner
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Posts: 150
Registered: 7-12-2004
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diels alder with less reactive dienophiles
I have a compound that undergoes a high yielding diels alder reaction with maleic anhydride in melt phase on about 110 degrees centigrade.
Now I would like to redo this reaction with other dienophiles, all containing a triple bond. So far, it has been unsuccessful. The triple bond seems
to be less reactive than maleic anhydride, even if a beta halogen atom or ester group is present.
Is it possible to use a catalyst to perform this kind of reaction?
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IPN
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Registered: 31-5-2003
Location: Finland
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You could try the reaction with a lewis acid (something like AlCl3) as those generally activate dienophiles in diels alder reactions.
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