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Synthesis 1992; 1992(8): 746-748
DOI: 10.1055/s-1992-26214
short paper
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Preparation of Ethyl Arylpropiolates from Aryl Iodides by Palladium-Catalyzed Cross-Coupling Reaction

Takao Sakamoto* , Futoshi Shiga, Akito Yasuhara, Daishi Uchiyama, Yoshinori Kondo, Hiroshi Yamanaka
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Aoba-ku, Sendai 980, Japan
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Publication Date:
17 September 2002 (online)

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The palladium-catalyzed cross-coupling reaction of aryl iodides with 3,3,3-triethoxy-1-propyne gave 1-aryl-3,3,3-triethoxy-1-propynes which were converted to the corresponding ethyl arylpropiolates. The arylpropiolates were also synthesized from the cross-coupling reactions of aryl iodides with 2-ethoxycarbonyl-1-ethynylzinc chloride or ethyl (tributylstannyl)propiolate, but the reactions were not generally applicable.

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