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. 2011 Nov 4;13(21):5754-7.
doi: 10.1021/ol202329s. Epub 2011 Oct 11.

Enantioselective and regioselective indium(III)-catalyzed addition of pyrroles to isatins

Elisa G Gutierrez  1 , Casey J Wong, Aziza H Sahin, Annaliese K Franz
Affiliations

Enantioselective and regioselective indium(III)-catalyzed addition of pyrroles to isatins

Elisa G Gutierrez et al. Org Lett. .

Abstract

The indium(III)-catalyzed enantioselective and regioselective addition of pyrroles to isatins is described. The effects of metal and solvent on the reactivity and selectivity are compared and discussed, demonstrating that the indium(III)-indapybox complex provides the most effective catalyst. A case of divergent reactivity between pyrroles and indoles is presented.

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Figures

Scheme 1
Scheme 1
Divergent reactivity of indoles and pyrroles
Scheme 2
Scheme 2
Conditions controlling product formation
See this image and copyright information in PMC

References

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