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Issue 25, 2019
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Facile construction of diverse polyheterocyclic scaffolds via gold-catalysed dearomative spirocyclization/1,6-addition cascade

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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.

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

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Article information


Submitted
05 Jun 2019
Accepted
10 Jun 2019
First published
10 Jun 2019

Org. Biomol. Chem., 2019,17, 6284-6292
Article type
Paper

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

Y. He, D. Wu, Z. Li, K. Robeyns, L. Van Meervelt and E. V. Van der Eycken, Org. Biomol. Chem., 2019, 17, 6284
DOI: 10.1039/C9OB01299K

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