@article{fdi:010089848,
  title = {{F}ischer indole synthesis in water : simple, efficient preparation of naltrindole, naltriben and analogs},
  author = {{D}uval, {R}omain and {L}ever, {J}.{R}.},
  editor = {},
  language = {{ENG}},
  abstract = {{N}altrindole, naltrindole analogs and the benzofuran congener naltriben have been prepared by {F}ischer syntheses using mildly acidic, purely aqueous conditions. {T}he preparation of naltrindole and several analogs was accomplished under almost neutral conditions using just the hydrochloride salts of naltrexone and various electron-rich and electron-poor phenylhydrazines in boiling water. {T}he products were obtained by simple filtration in good to excellent yields and with high purities in the majority of cases. {T}he route is suited to gram-scale synthesis, does not require the use of organic solvents, minimizes the use of corrosive acids, and is simple, efficient and environmentally friendly. {N}altriben was prepared efficiently from the hydrochloride salts of naltrexone and {O}-phenylhydroxylamine but more forcing conditions, 6.0 {N} {HC}l, were required. {A} limitation to the method is the failure of {F}ischer cyclization between naltrexone and nitro-substituted phenylhydrazines under aqueous conditions.},
  keywords = {},
  booktitle = {},
  journal = {{G}reen {C}hemistry},
  volume = {12},
  numero = {2},
  pages = {304--309},
  ISSN = {1463-9262},
  year = {2010},
  DOI = {10.1039/b920864j},
  URL = {https://www.documentation.ird.fr/hor/fdi:010089848},
}