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Synlett 1997; 1997(10): 1163-1164
DOI: 10.1055/s-1997-999
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A New Preparation of Benzofurans Utilizing Trimethylsilyldiazomethane

Yasuko Ito, Toyohiko Aoyama1 , Takayuki Shioiri2
  • 1Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467, JAPAN, Fax: +81-52-834-4172
  • 2Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467, JAPAN, Fax: +81-52-834-4172; E-mail: shioiri@phar.nagoya-cu.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

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o-Triisopropylsiloxyaryl ketones and aldehydes smoothly reacted with the lithium salt of trimethylsilyldiazomethane to give o-triisopropylsiloxyphenylacetylenes which were easily converted to benzofurans by treatment with tetra-n-butylammonium fluoride. 3-Benzofuranmethanols were also obtained when the reaction was conducted in the presence of carbonyl compounds.

trimethylsilyldiazomethane - alkylidene carbene - o-siloxyphenylacetylene - benzofuran