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Trisulfonamide calix[6]arene-catalysed Michael addition to nitroalkenes
Gianpiero Cera1, Davide Balestri1, Margherita Bazzoni1
1Università di Parma, Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Parco Area delle Scienze 17/A, 43124 Parma, Italy. gianpiero.cera@unipr.it andrea.secchi@unipr.it arturo.arduini@unipr.it.
Abstract:
We describe the application of a novel family of trisulfonamide (TSA) calix[6]arenes in general acid catalysis. Hydrogen-bonding interactions between acidic TSA and methanol boosted the reactivity of the Michael addition of indoles to nitroalkene derivatives. The transformation occurs at a low catalyst loading of 5 mol%, allowing for the synthesis of nitroalkanes with good yields and functional group tolerance.
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