Synthesis of ω-(Hetero) arylalkynylated α-amino acid by Sonogashira-type reactions in aqueous media

RJ Brea, MP López-Deber, L Castedo…

Index: Brea, Roberto J.; Lopez-Deber, M. Pilar; Castedo, Luis; Granja, Juan R. Journal of Organic Chemistry, 2006 , vol. 71, # 20 p. 7870 - 7873

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Citation Number: 27

Abstract

Mild conditions are described that allow the palladium-catalyzed cross-coupling of C α -alkynylated glycine with a wide variety of electron-rich and electron-poor aryl and heteroaryl halides in aqueous media. ... Figure 1 General strategy for synthesis of novel amino acids. ... Application of the previously reported cross-coupling procedure to the preparation of C α -(ω-aryl)alkynylated glycine was initially frustrated by the failure of attempts to obtain the required C α -propargylated and - ...