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Exploiting the Electrophilic Properties of Indole Intermediates: New Options in Designing Asymmetric Reactions

2011; Wiley; Volume: 51; Issue: 1 Linguagem: Inglês

10.1002/anie.201107575

1521-3773

Charles C. J. Loh, Dieter Enders,

Catalytic Alkyne Reactions

Think electrophilic: While the classical π-excessive indole is well-known for its electrophilic substitutions at position C3, recent advances in asymmetric catalysis resulted in a surge in utilizing the less discussed electrophilic properties of iminium-type intermediates (see picture) in complex annulations of indoles. Advances in AuI catalysis also allow an umpolung of the classical indole C3 reactivity.