Titanium-induced synthesis of benzofurans

  • N.D. Jumbam Department of Chemistry and Chemical Technology, Walter Sisulu University, Private Bag X1 WSU, 5117 Mthatha, Eastern Cape, South Africa
  • M.P.I. Yedwa Department of Chemistry and Chemical Technology, Walter Sisulu University, Private Bag X1 WSU, 5117 Mthatha, Eastern Cape, South Africa
  • W. Masamba Department of Chemistry and Chemical Technology, Walter Sisulu University, Private Bag X1 WSU, 5117 Mthatha, Eastern Cape, South Africa
Keywords: Ketoesters, Low-valent titanium, Benzofurans

Abstract

Ketoesters derived from the acylation of o-hydroxyacetophenone with aliphatic as well as aromatic acid chlorides undergo intramolecular cyclization in the presence of low-valent titanium to afford benzofurans in good yields. The reduction of titanium trichloride with dry zinc powder in refluxing THF takes place in the presence of the ketoester which simultaneously cyclizes as the titanium catalyst is formed, rendering the pre-reduction of titanium trichloride in a separate step unnecessary.

KEY WORDS: Ketoesters, Low-valent titanium, Benzofurans

 

Bull. Chem. Soc. Ethiop. 2011, 25(1), 157-160.

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eISSN: 1726-801X
print ISSN: 1011-3924