Palladium-Catalyzed Cross-Coupling Reactions of 2-Indolyldimethylsilanols with Substituted Aryl Halides.

✍ Scribed by Scott E. Denmark; John D. Baird

• Publisher: John Wiley and Sons
• Year: 2005
• Weight: 30 KB
• Volume: 36
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.200504121

✦ Synopsis

Indole derivatives R 0140

Palladium-Catalyzed Cross-Coupling Reactions of 2-Indolyldimethylsilanols with Substituted Aryl Halides. -A mild and general protocol for the title reaction is developed affording the cross-coupling products in good yields. The reactivity of the 2-indolyl moiety toward cross-coupling is strongly influenced by the substituent on the indole nitrogen. The reaction of Boc-protected indole (I) leads to the formation of biaryls as by-product, while the reaction of N-methylindole (V) yields biarylated indoles as by-product. -(DENMARK*, S. E.; BAIRD,