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Synlett 1994; 1994(7): 557-558
DOI: 10.1055/s-1994-22928
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Ethynylation of Azaaromatics with Bis(tributylstannyl)acetylene in the Presence of Alkyl Chloroformate

Takashi Itoh* , Hiroshi Hasegawa, Kazuhiro Nagata, Akio Ohsawa
  • *School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142, Japan
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Publication Date:
18 September 2002 (online)

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Ethynylation of various azaaromatics was carried out using bis(tributylstannyl)acetylene 1 via N-alkoxycarbonyl quaternary salts of the substrates, followed by treatment with trifluoroacetic acid. The use of Grignard reagent was only available in the case of pyridine, and monostannylacetylene afforded poor results, thus the reaction was revealed to be generally feasible only by the use of 1.

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