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Communication | Special issue | Vol 40, No. 1, 1995, pp.141-148
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S40
An Effective Method for Formylation of Weakly Nucleophilic Anilines and Indole

Isamu Shiina, Mitsutomo Miyashita, Masashi Nagai, and Teruaki Mukaiyama

*Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka 1-3, Shinjuku-ku, Tokyo 162-8601, Japan


In the presence of a catalytic amount of active titanium(IV) salt or Yb(OTf)3, weakly nucleophilic anilines and indole react under mild conditions with formic acid or aqueous formic acid to afford respectively the corresponding formanilides and indole-3-carboxaldehyde in excellent yields using 4-trifluoromethylbenzoic anhydride as a coreagent.