ChemInform Abstract: Effect of the Use of Bulky Alkylphosphines in the Sonogashira Coupling with Aqueous Ammonia.

Abstract

C-C bond formation O 0282Effect of the Use of Bulky Alkylphosphines in the Sonogashira Coupling with Aqueous Ammonia. -The Sonogashira coupling of terminal alkynes and aryl bromides with aqueous ammonia catalyzed by an in situ formed palladium complex of a bulky alkylphosphine furnishes the coupling product at room temperature. One-pot reaction of Sonogashira coupling followed by intramolecular cyclization with 2-hydroxy-VII) or 2-amino-(IX) aryl bromides leads to a facile synthesis of benzofuran (VIII) and indole (X) derivatives. -(FUKUOKA, S.; NAITO, T.; SEKIGUCHI, H.; SOMETE, T.; MORI*, A.; Heterocycles 76 (2008) 1, 819-826; Dep. Chem. Sci. Eng., Fac. Eng., Kobe Univ., Nada, Kobe 657, Japan; Eng.) -H. Haber