Abstract
o -Benzenedisulfonimide has been used
for the first time as a Brønsted acid catalyst to induce
electrocyclization of dienones into cyclopentenones (Nazarov reaction).
The catalyst has been used in various organic solvents or under
solvent-free conditions and it is entirely recoverable from the
reaction mixture. The versatility and the effectiveness of the proposed
procedure is demonstrated on a wide range of both activated and
inactivated substrates.
Key words
Nazarov reaction - Brønsted acid - cyclization - organocatalysis - cyclopentenones
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an intermediate that precedes the formation of the final product.
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derivatives in Nazarov cyclization see ref. 12a and 12b.
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cyclization under the following conditions: Amberlyst in CH2 Cl2 ,
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Further studies are ongoing in our laboratory aimed at optimizing
the experimental conditions and at expanding the scope of the reaction
