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Y. Himeda, H. Yamataka, I. Ueda and M. Hatanaka, “[3 + 2] Annulation of Allylidenetriphenylphosphorane with 1,2-Diacylethylenes and 1,2-Diacylacetylenes: A One-Step Synthesis of Tri- and Tetrasubstituted Cyclopentadienes and Fulvenes,” The Journal of Organic Chemistry, Vol. 62, No. 19, 1997, pp. 6529-6538. doi:10.1021/jo970594x
has been cited by the following article:
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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.