Tomoya Fujiwara, T. Seki, T. Yakura
Sep 1, 2014
Citations
0
Influential Citations
23
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract Versatile procedures for fluorocyclization of various tryptamine and tryptophol derivatives to obtain the corresponding 3a-fluoropyrrolo[2.3- b ]indoles and 3a-fluorofuro[2.3- b ]indoles, respectively were developed employing N -fluoro-2,4,6-trimethylpyridinium triflate (FP-T300) or Selectfluor™ as the electrophilic fluorinating agent. The use of NaHCO 3 for fluorocyclization was effective in improving the yield of acid-labile fluoropyrrolo(furo)indoles. Our procedures are especially useful for the synthesis of fluoropyrrolo(furo)indoles bearing a free NH indole group.