Leuckart thiophenol reaction

Leuckart thiophenol reaction
Named after Rudolf Leuckart
Reaction type Substitution reaction
Identifiers
Organic Chemistry Portal leuckart-thiophenol-reaction

The Leuckart thiophenol reaction is the decomposition of a diazoxanthate, by gentle warming in a slightly acidic cuprous medium, to its corresponding aryl xanthates which give aryl thiols on alkaline hydrolysis and aryl thioethers on further warming.[1]

Reaction pathway and mechanism

This reaction was first reported by Rudolf Leuckart in 1890.[2][3][4]

References

  1. ^ Kazem-Rostami, Masoud; Khazaei, Ardeshir; Moosavi-Zare, Ahmad; Bayat, Mohammad; Saednia, Shahnaz (2012). "synthesis of thiophenols from related triazenes". Synlett. 23 (13): 1893–1896. doi:10.1055/s-0032-1316557.
  2. ^ Leuckart, Rudolf (30 December 1889). "Eine neue Methode zur Darstellung aromatischer Mercaptane". Journal für Praktische Chemie. 41 (1): 179–224. doi:10.1002/prac.18900410114.
  3. ^ Fukushima, D. K.; Tarbell, D. S. (1947). "m-THIOCRESOL". Organic Syntheses. 27: 81. doi:10.15227/orgsyn.027.0081.
  4. ^ Merck Index 14th Ed.
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