Article citationsMore>>

K. Nozaki, N. Sato, K. Ikeda and H. Takaya, “Synthesis of Highly Functionalized γ-Butyrolactones from Activated Carbonyl Compounds and Dimethyl Acetylenedi- carboxylate,” The Journal of Organic Chemistry, Vol. 61, No. 14, 1996, pp. 4516-4519. doi:10.1021/jo951828k

has been cited by the following article:

• TITLE: Three-Component Coupling Catalyzed by Phosphine: Preparation of α-Amino γ-Oxo Acid Derivatives

  AUTHORS: Yohei Oe, Takeshi Inoue, Hiroaki Kishimoto, Mitsuhiro Sasaki, Tetsuo Ohta, Isao Furukawa

  KEYWORDS: Three-Component Coupling; Phosphine; 2-Amino-4-Oxocarboxylic Acid

  JOURNAL NAME: International Journal of Organic Chemistry, Vol.2 No.2, June 27, 2012

  ABSTRACT: The three-component coupling reaction of ethyl propiolate (1), phthalimide (2), and aldehyde (3) catalyzed by tripheny- lphosphine, was developed. A solution of an equivalent amount of 1 and 2 in benzaldehyde (3a) in the presence of 30 mol% of PPh3 was heated at 100?C for 48 h to give N-(1-ethoxycarbonyl-3-oxo-3-phenylpropyl)phthalimide (4a) in 83% yield. This reaction was thought to proceed via vinylphosphonium salt formed from the reaction of ethyl propiolate (1) with triphenylphosphine in situ.