Facile construction of diverse polyheterocyclic scaffolds via gold-catalysed dearomative spirocyclization/1,6-addition cascade

He, Yi;Wu, Danjun;Li, Zhenghua;Robeyns, Koen;Van der Eycken, Erik V.;et.al.
(2019) Organic & Biomolecular Chemistry — Vol. 17, n° 25, p. 6284-6292 (2019)

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He2019-FacileconstructionofdiversepolyheterocyclicscaffoldsViagold-catalyseddearomativespirocyclization16-addition.pdf
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Authors
  • He, Yi
    Author
  • Wu, Danjunorcid-logo
    Author
  • Li, Zhenghuaorcid-logo
    Author
  • Robeyns, KoenUCLouvain
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  • Van der Eycken, Erik V.orcid-logo
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Abstract
A gold-catalysed post-Ugi chemo- and diastereoselective cascade dearomative spirocyclization/1,6-addition sequence is disclosed for the synthesis of diverse fused polyheterocyclic scaffolds bearing indole, pyrrole, benzothiophene, furan or electron-rich arene moieties from easily available building blocks. The effectiveness and efficiency of this diversity-oriented approach has been proved in the rapid construction of 28 fused polyheterocyclic scaffolds with a good building-block variability and structural complexity in two operational steps.
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Citations

He, Y., Wu, D., Li, Z., Robeyns, K., Van Meervelt, L., & Van der Eycken, E. V. (2019). Facile construction of diverse polyheterocyclic scaffolds via gold-catalysed dearomative spirocyclization/1,6-addition cascade. Organic & Biomolecular Chemistry, 17(25), 6284-6292. https://doi.org/10.1039/c9ob01299k (Original work published 2019)