カサシマ ヨシオ
YOSHIO KASASHIMA
笠嶋 義夫 所属 千葉工業大学 創造工学部 教育センター(創造工学部) 職種 教授 |
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言語種別 | 英語 |
発行・発表の年月 | 2012/12 |
形態種別 | 学術雑誌 |
査読 | 査読あり |
標題 | Reaction of Olefins with Nitriles under Solvent-Free Conditions Using Molecular Iodine as a Catalyst in the Presence of Water |
執筆形態 | 共著 |
掲載誌名 | Journal of Oleo Science |
掲載区分 | 国内 |
出版社・発行元 | Japan Oil Chemist' Society |
巻・号・頁 | 61(12),pp.715-721 |
著者・共著者 | Yohko Hanzawa, Yoshio Kasashima, Kazuki Tomono, Takashi Mino,
Masami Sakamoto, Tsutomu Fujita |
概要 | The reaction of olefins with nitriles using iodine as a catalyst under solvent-free conditions was investigated. The reaction of cycloolefins, such as cyclopentene and cyclohexene, with benzonitrile using iodine as a catalyst produced both amide and heterocyclic compounds. The reaction of chiral (+)-camphene with benzonitrile produced racemic N-isobornylbenzamide (N-((1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)benzamide). This indicated that skeletal rearrangement of camphene as well as amidation occurred. The optimized conditions were determined to be as follows: temperature, 90 C; molar ratio of nitrile:alcohol:iodine:water, 1:5:0.2:1.0; and reaction time, 18 h. The yield was 87% under these conditions. The reaction of (+)-camphene also proceeded with the other aromatic and aliphatic nitriles to produce racemic isobornylamides. However, except for styrene, complex reactions occurred in the reactions of benzonitrile with other terpenic olefins. |
ISSN | 1345-8957 |