4.8 Article

Direct Synthesis of 2-Methylbenzofurans from Calcium Carbide and Salicylaldehyde p-Tosylhydrazones

Journal

ORGANIC LETTERS
Volume 20, Issue 8, Pages 2342-2345

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00676

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Funding

  1. National Natural Science Foundation of China [21462038]
  2. Key Laboratory of Eco-Environment-Related Polymer Materials of the Ministry of Education of China

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A new methodology for the construction of methyl-substituted benzofuran rings from the reactions of calcium carbide with salicylaldehyde p-tosylhydrazones/2-hydroxyacetophenone p-tosylhydrazones is described. Various 2-methylbenzofurans and 2,3-dimethylbenzofurans could be obtained in satisfactory yield by using a cuprous chloride catalyst. The advantages of this protocol include the use of a readily available and easy-to-handle acetylene source and simple workup procedure.

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