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NaBH4/[bmim]BF4: a New Reducing System to Access Vinyl Selenides and Tellurides

期刊

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
卷 21, 期 11, 页码 2093-2099

出版社

SOC BRASILEIRA QUIMICA
DOI: 10.1590/S0103-50532010001100010

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ionic liquids; hydrochalcogenation; vinyl chalcogenides

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  1. CNPq
  2. FAPERGS
  3. FINEP
  4. CAPES

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A general and simple method for the synthesis of vinyl selenides and tellurides starting from terminal alkynes and diorganyl chalcogenides using NaBH4 and [bmim]BF4 as a recyclable solvent was developed. This efficient and improved method furnishes the corresponding vinyl chalcogenides preferentially with Z configuration. We also observed that when the same protocol was applied to phenyl acetylene, (E)-bis-phenylchalcogeno styrenes were obtained in good yields and high selectivity. The ionic liquid was reused up three times without lost of efficiency.

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