Synthesis 2009(5): 829-835  
DOI: 10.1055/s-0028-1083375
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Sonogashira Cross-Coupling Reactions and Construction of the Indole Ring System Using a Robust, Silica-Supported Palladium Catalyst

Elizabeth Tyrrell*, Leon Whiteman, Neil Williams
School of Pharmacy and Chemistry, Kingston University, Penrhyn Road, Kingston upon Thames, Surrey, KT1 2EE, UK
Fax: +44(208)5477562; e-Mail: e.tyrrell@kingston.ac.uk;
Further Information

Publication History

Received 26 September 2008
Publication Date:
11 February 2009 (online)

Abstract

The use of a recyclable silica-supported palladium catalyst in Sonogashira couplings and indole syntheses using a range of functionalised substrates is described. The catalyst is shown to be both robust and versatile, effecting the synthesis of 2-phenylindole in quantitative yield without the need for N-protection, a copper cocatalyst, a base, or a solvent.

17

Sigma-Aldrich ref. P26600, CAS no. 948-65-2.