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Synthesis of naphthalene derivatives through inexpensive BF3·Et2O-catalyzed annulation reaction of arylacetaldehydes with arylalkynes
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  • 作者:ShiKai Xiang (14843)
    Hao Hu (14843)
    Jing Ma (14843)
    YuanZhuo Li (14843)
    BiQin Wang (14843)
    Chun Feng (14843)
    KeQing Zhao (14843)
    Ping Hu (14843)
    XiaoZhen Chen (24843)
  • 关键词:naphthalene derivatives ; BF3·Et2O ; arylacetaldehydes ; arylalkynes ; annulation reaction
  • 刊名:SCIENCE CHINA Chemistry
  • 出版年:2013
  • 出版时间:July 2013
  • 年:2013
  • 卷:56
  • 期:7
  • 页码:945-951
  • 全文大小:740KB
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    15. Viswanathan GS, Li CJ. Synthesis of naphthalene derivatives via a novel Gallium trichloride catalyzed cross-coupling of epoxides with alkynes. / synlett, 2002, 1553-555
    16. Kabalka GW, Ju Y, Wu Z. A new Titanium tetrachloride mediated annulation of α-aryl-substituted carbonyl compounds with alkynes: A simple and highly efficient method for the regioselective synthesis of polysubstituted naphthalene derivatives. / J Org Chem, 2003, 68: 7915-917 CrossRef
    17. Balamurugan R, Gudla V. Gold-catalyzed electrophilic addition to arylalkynes. A facile method for the regioselective synthesis of substituted naphthalenes. / Org Lett, 2009, 11: 3116-119; For the intramolecular reaction, see: Balamurugan R, Gudla V. Synthesis of arylnaphthalene lignan scaffold by Gold-catalyzed intramolecular sequential electrophilic addition and benzannulation. / J Org Chem, 2011, 76: 9919-933 CrossRef
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  • 作者单位:ShiKai Xiang (14843)
    Hao Hu (14843)
    Jing Ma (14843)
    YuanZhuo Li (14843)
    BiQin Wang (14843)
    Chun Feng (14843)
    KeQing Zhao (14843)
    Ping Hu (14843)
    XiaoZhen Chen (24843)

    14843. College of Chemistry and Materials Science, Sichuan Normal University, Chengdu, 610066, China
    24843. Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, China
文摘
An inexpensive BF3·Et2O-catalyzed annulation reaction of arylacetaldehydes with arylalkynes has been developed. Various substituted phenylacetaldehydes and phenylacetylenes can undergo this reaction, producing corresponding α-aryl substituted naphthalene derivatives. Use of inexpensive and readily available BF3·Et2O catalyst constitutes the most attractive advantage of this transformation.

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