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Leuckart thiophenol reaction

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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.

Reaction pathway and mechanism

This reaction was first reported by Rudolf Leuckart in 1890.

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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