Preparation of 5-Heteroaryl Substituted 1-(4-Fluorophenyl)-1H-indoles via Palladium-Catalyzed Negishi and Stille Cross-Coupling Reactions

Abstract

Palladium-catalyzed Negishi cross-coupling of 5-1-(4-fluorophenyl)indolylzinc chloride with N-methyl-halopyrazoles, bromopyridines and bromopyrimidines in gram scale gave the corresponding cross-coupled products in 38-85% yield.

Key words

indoles - Negishi reaction - Stille reaction - cross-coupling - palladium

References

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1

Current address: Medicinal Chemistry Research, Novo Nordisk A/S, Novo Nordisk Park, 2760 Måløv, Denmark.

16

We performed Negishi cross-coupling reactions in 21 g (73 mmol) scale without encountering any problems. See preparation of 11.