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Issue 32, 2020
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Trisulfonamide calix[6]arene-catalysed Michael addition to nitroalkenes

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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.

Graphical abstract: Trisulfonamide calix[6]arene-catalysed Michael addition to nitroalkenes

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Article information


Submitted
27 Jun 2020
Accepted
15 Jul 2020
First published
24 Jul 2020

Org. Biomol. Chem., 2020,18, 6241-6246
Article type
Communication

Trisulfonamide calix[6]arene-catalysed Michael addition to nitroalkenes

G. Cera, D. Balestri, M. Bazzoni, L. Marchiò, A. Secchi and A. Arduini, Org. Biomol. Chem., 2020, 18, 6241
DOI: 10.1039/D0OB01319F

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