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. 2021 Nov 11;7(11):1821–1830. doi: 10.1021/acscentsci.1c00435

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© 2021 The Authors. Published by American Chemical Society

Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).

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Reaction of diethyl bromomalonate and TosMIC discovered with the automated platform. (a) General scheme of the reaction. 6 equiv of isocyanide is consumed in the presence of an activator, water, and DMSO 29; on the right-hand side are the X-ray structure of 29 and its tube-shaped supramolecular structure. (b) Analogous products obtained with variations of the isocyanide. (c) The reaction has been carried out using variations of diethyl bromomalonate, yielding the same product. (d) By performing the reaction in the presence of an amine, we observed variations of the product, suggesting the mechanism reported in the next figure.