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Collect. Czech. Chem. Commun. 1991, 56, 991-1010
https://doi.org/10.1135/cccc19910991

Unusual reactions of guaiazulene with N-bromosuccinimide and synthesis of variously functionalized azulenes using these reactions

Tetsuo Nozoea, Kimio Shindob, Hidetsugu Wakabayashic, Teruo Kuriharab and Sumio Ishikawab

a Tokyo Research Laboratories, Kao Corporation, 2-1-3 Bunka, Sumida-ku, Tokyo 131, Japan
b Department of Chemistry, Faculty of Science, Josai University, 1-1 Keyakidai, Sakado-shi, Saitama-ken 350-02, Japan
c Department of Chemistry, Faculty of Science, Josai University. 1-1 Keyakidai, Sakado-shi, Saitama-ken 350-02, Japan

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  • Cheng Canling, Li Pinglin, Wang Wei, Shi Xuefeng, Zhang Gang, Zhu Hongyan, Wu Rongcui, Tang Xuli, Li Guoqiang: Optimized one-step preparation of a bioactive natural product, guaiazulene-2,9-dione. J. Ocean Univ. China 2014, 13, 1000. <https://doi.org/10.1007/s11802-014-2261-x>
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  • Hillier Michael C., Chen Cheng-yi: A One-Pot Preparation of 1,3-Disubstituted Azetidines. J. Org. Chem. 2006, 71, 7885. <https://doi.org/10.1021/jo061147x>
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  • Wakabayashi Hidetsugu, Kurihara Teruo, Shindo Kimio, Tsukada Masaaki, Yang Paw‐Wang, Yasunami Masafumi, Nozoe Tetsuo: Synthesis and Reactivities of 1,5‐ and 1,7‐Azulenequinone Derivatives. A Highly Convenient, One‐Pot Synthesis of 3‐Bromo‐1,5‐ and −1,7‐Azulenequinones by Bromination of Azulene,. J Chinese Chemical Soc 1998, 45, 391. <https://doi.org/10.1002/jccs.199800062>
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  • Kurihara Teruo, Suzuki Takanori, Wakabayashi Hidetsugu, Ishikawa Sumio, Shindo Kimio, Shimada Yuji, Chiba Hiroshi, Miyashi Tsutomu, Yasunami Masafumi, Nozoe Tetsuo: Electronic Structures and Oxidation Potentials of Some Azulene Derivatives. Bulletin of the Chemical Society of Japan 1996, 69, 2003. <https://doi.org/10.1246/bcsj.69.2003>
  • Nozoe Tetsuo, Shindo Kimio, Wakabayashi Hidetsugu, Kurihara Teruo, Uzawa Jun: Reaction of Guaiazulene with Bromine in Hexane and in Aqueous Tetrahydrofuran. Chemistry Letters 1995, 24, 687. <https://doi.org/10.1246/cl.1995.687>
  • NOZOE T., SHINDO K., WAKABAYASHI H., KURIHARA T., ISHIKAWA S.: ChemInform Abstract: Unusual Reactions of Guaiazulene with N‐Bromosuccinimide and Synthesis of Variously Functionalized Azulenes Using These Reactions. ChemInform 1991, 22. <https://doi.org/10.1002/chin.199135114>