A new method for introduction of indolylmethyl group to aldehydes or ketones using diethyl (o-isocyanophenylmethyl) phosphonate through Horner-Wadsworth-Emmons condensation, thiolmediated radical cyclization, and the subsequent desulfurization is described. The Horner-Wadsworth-Emmons reagent was prepared from 2-nitrobenzaldehyde in a concise three-step sequence.
- 2-Alkenylphenyl isocyanides
- 3-Substituted indoles
- Diethyl (o-isocyanophenylmethyl) phosphonate
- Horner-Wadsworth-Emmons condensation
- Thiol-mediated radical cyclization
ASJC Scopus subject areas
- Organic Chemistry