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Collect. Czech. Chem. Commun. 1999, 64, 1119-1124
https://doi.org/10.1135/cccc19991119

Reactions of Zirconacyclopentadienes with Propargyl Halides Leading to (Buta-2,3-dien-1-yl)benzenes

Martin Kotora, Yoshinori Noguchi and Tamotsu Takahashi*

Catalysis Research Center and Graduate School of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo 060, Japan

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  • Topolovčan Nikola, Panov Illia, Kotora Martin: Reaction of Bicyclic Zirconacyclopentenes with Aldehydes and a Potential Pathway to Condensed 5–7–6(Ar) Ring Systems. Eur J Org Chem 2015, 2015, 2868. <https://doi.org/10.1002/ejoc.201500248>
  • Ren Shikuo, Qiu Zaozao, Xie Zuowei: Transition-Metal-Promoted or -Catalyzed Exocyclic Alkyne Insertion via Zirconacyclopentene with Carborane Auxiliary: Formation of Symmetric or Unsymmetric Benzocarboranes. J. Am. Chem. Soc. 2012, 134, 3242. <https://doi.org/10.1021/ja211485t>
  • Yu Shichao, Ma Shengming: How easy are the syntheses of allenes?. Chem. Commun. 2011, 47, 5384. <https://doi.org/10.1039/C0CC05640E>
  • Takahashi Tamotsu, Li Yanzhong, Hu Jinghan, Kong Fanzhi, Nakajima Kiyohiko, Zhou Lishan, Kanno Ken-ichiro: Cu(I)-mediated cycloaddition reaction of zirconacyclopentadienes with fumaronitrile and application for synthesis of monocyano-substituted pentacenes. Tetrahedron Letters 2007, 48, 6726. <https://doi.org/10.1016/j.tetlet.2007.07.075>
  • Seki Takashi, Noguchi Yoshinori, Zheng Duan, Sun Wen-Hua, Takahashi Tamotsu: Reaction of zirconacyclopentadienes with electrophiles such as benzaldehyde, methyl methacrylate and 1-bromo-2-butyne after treatment with RLi. Tetrahedron Letters 2004, 45, 9041. <https://doi.org/10.1016/j.tetlet.2004.10.030>
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  • Hanzawa Yuji, Narita Kensuke, Yabe Masaya, Taguchi Takeo: Copper(I)-catalyzed reaction of acylzirconocene chloride: cross-coupling and conjugate addition. Tetrahedron 2002, 58, 10429. <https://doi.org/10.1016/S0040-4020(02)01422-9>
  • Takahashi Tamotsu, Ishikawa Masanori, Huo Shoquan: Reaction of a Double Bond of Zirconacyclopentadienes:  Formation of 1,2,3,5-Tetrasubstituted Benzenes via the C−C Bond Cleavage. J. Am. Chem. Soc. 2002, 124, 388. <https://doi.org/10.1021/ja017163n>
  • Kotora Martin, Noguchi Yoshinori, Takahashi Tamotsu: ChemInform Abstract: Reactions of Zirconacyclopentadienes with Propargyl Halides Leading to (Buta‐2,3‐dien‐1‐yl)benzenes. ChemInform 1999, 30. <https://doi.org/10.1002/chin.199947064>