Solvent- and ligand-induced switch of selectivity in gold(I)-catalyzed tandem reactions of 3-propargylindoles
2011

Switching Selectivity in Gold-Catalyzed Reactions

publication Evidence: moderate

Author Information

Author(s): Álvarez Estela, Miguel Delia, García-García Patricia, Fernández-Rodríguez Manuel A, Rodríguez Félix, Sanz Roberto

Primary Institution: Universidad de Burgos

Hypothesis

Can the selectivity of gold-catalyzed tandem reactions of 3-propargylindoles be reversed by changing the catalyst and reaction conditions?

Conclusion

The selectivity of gold-catalyzed reactions can be effectively switched from iso-Nazarov to Nazarov products by adjusting the catalyst and solvent conditions.

Supporting Evidence

  • The selectivity of the reaction can be influenced by the choice of solvent and ligands.
  • Different aryl substituents affect the selectivity towards Nazarov or iso-Nazarov products.
  • The study successfully demonstrates the synthesis of new 3-(inden-2-yl)indoles.

Takeaway

This study shows that by changing the ingredients and conditions used in a chemical reaction, scientists can make different products from the same starting materials.

Methodology

The study involved gold-catalyzed reactions of 3-propargylindoles under various conditions to observe changes in product selectivity.

Limitations

The study primarily focuses on specific substrates and may not generalize to all gold-catalyzed reactions.

Digital Object Identifier (DOI)

10.3762/bjoc.7.89

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