PDF herunterladen
Synlett 2001; 2001(9): 1403-1406
DOI: 10.1055/s-2001-16808
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Novel Protocol for Construction of Indolylmethyl Group at Aldehydes or Ketones

Hidetoshi Tokuyama* , Manabu Watanabe, Yuki Hayashi, Toshiki Kurokawa, Ge Peng, Tohru Fukuyama
  • *Graduate School of Pharmaceutical Sciences, The University of Tokyo, CREST, The Japan Science and Technology Corporation (JST), 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan; Fax + 81(3)58 02 86 94; E-mail: fukuyama@mol.f.u-tokyo.ac.jp
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
28. August 2001 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

A new method for introduction of indolylmethyl group to aldehydes or ketones using diethyl (o-isocyanophenylmethyl)phosphonate through Horner-Wadsworth-Emmons condensation, thiol-mediated radical cyclization, and the subsequent desulfurization is described. The Horner-Wadsworth-Emmons reagent was prepared from 2-nitrobenzaldehyde in a concise three-step sequence.

3-substituted indoles - diethyl (o-isocyanophenylmethyl)phosphonate - Horner-Wadsworth-Emmons condensation - 2-alkenylphenylisocyanides - thiol-mediated radical cyclization