The Acetylation of 2,3-Dimethyl-<I>bz</I>-halobenzofurans and Some Reactions of the Products

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概要

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• The acetylation of <I>bz</I>-chloro- and <I>bz</I>-bromo-2,3-dimethylbenzofurans with acetyl chloride and aluminum chloride in carbon disulfide at room temperature was studied; it was found that the acetylation occurred at the 6- or 4-position, which is activated by the furan ring, regardless of whether the halogen atom is at the <I>o</I>-, the <I>m</I>-, or the <I>p</I>-position. In the cases of 7-halo compounds, diacetylation occurred to give the 4,6-diacetyl compounds, and the migration of the bromine atom of 6-acetyl-5-bromo-2,3-dimethylbenzofuran and of the methyl ester of the corresponding carboxylic acid occurred, as a result of the action of aluminum bromide in carbon disulfide at room temperature, to give the 4-bromo compounds. The haloketones thus obtained were then converted to the corresponding carboxylic acids by the bromoform reaction.

• 公益社団法人 日本化学会の論文

著者

• Kawase Yoshiyuki

  Department of Chemistry, Faculty of Literature and Science, Toyama University

• Kawase Yoshiyuki

  Department of Chemistry Faculty of Science, Toyama University

• Hori Sachiko

  Department of Chemistry, Faculty of Literature and Science, Toyama University

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• The Acetylation of 2,3-Dimethyl-bz-halobenzofurans and Some Reactions of the Products
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• The Fries Rearrangement of Acetoxybenzofuran Derivatives and the Synthesis of Furochromenonecarboxylic Acids
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• The Synthesis of the Benzofuro[2,3-b]benzofuran Derivative
• Acylations of 2,2-dimethyl-2H-chromenes.

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