Palladium(II)‐Catalyzed Regioselective Direct C2 Alkenylation of Indoles and Pyrroles Assisted by the <i>N</i>‐(2‐Pyridyl)sulfonyl Protecting Group

Alfonso García‐Rubia, Ramón Goméz Arrayás, Juan C. Carretero

Angewandte Chemie International Edition · 2009 · 341 citations · 46 references

Concepts

Abstract

Easy on, easy off: The N-(2-pyridyl)sulfonyl group controls the direct PdII-catalyzed alkenylation of indoles, affording the corresponding products in good yields and with complete regiocontrol at C2 (see scheme, DMA=dimethylacetamide). The protocol was also extended to pyrrole derivatives. The final reductive desulfonylation affords the C2-substituted indoles and pyrroles in good yields.

References

46