Effect of added benzoic acid on the phase-transfer catalysed permanganate oxidation of organosulfur compounds

Synthesis

Volumn , Issue 7, 1997, Pages 787-791

  Aitken, R Alan ^a   Mesher, Shaun T E ^a   Ross, Fiona C ^a   Ryan, Bruce M ^a  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID; ORGANOSULFUR DERIVATIVE; PERMANGANATE POTASSIUM; SULFIDE; SULFONE; THIAZOLE DERIVATIVE;

CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL STRUCTURE; ORGANIC CHEMISTRY; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REVIEW; SYNTHESIS;

EID: 0030747250     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1414     Document Type: Review

References (33)

1. Stewart, R. In Oxidation in Organic Chemistry; Wiberg, K. B., Ed.; Academic Press: New York, 1965; Chapter 1, p1.
2. Lee, D. G. In Oxidation in Organic Chemistry; Trahanovsky, W. S., Ed.; Academic Press: New York, 1982; Chapter 2, p 147.
3. Arndt, D. In Methoden der Organischen Chemie (Houben-Weyl), 4th Ed.; Müller, E., Ed.; Thieme: Stuttgart, 1975; Vol. E 4/1b, p 647.
4. Fatiadi, A. J. Synthesis 1987, 85.
5. Lee, D. G.; Chen, T. J. Org. Chem. 1991, 56, 5346.
6. Aitken, R. A.; Armstrong, D. P.; Galt, R. H. B.; Mesher, S. T. E. J. Chem. Soc., Perkin Trans 1 1997, 935.
7. Aitken, R. A.; Armstrong, D. P.; Mesher, S. T. E.; Gait, R. H. B. Tetrahedron Lett. 1994, 35, 6143.
8. Pummerer, R. Ber. Dtsch. Chem. Ges. 1910, 43, 1406.
9. Böhme, H. Ber. Dtsch. Chem. Ges. 1936, 69, 1610.
10. Buchi, J.; Prost, H.; Eichenberger, H.; Lieberherr, R. Helv. Chim. Acta 1952, 35, 1527.
11. Fromm, E. Liehigs Ann. Chem. 1913, 396, 97.
12. Taboury, F. Ann. Chim. (Paris) 1903, 15, 5; Chem. Abstr. 1908, 2, 3330.
13. Taboury, F. Ann. Chim. (Paris) 1903, 15, 5; Chem. Abstr. 1908, 2, 3330.
14. Waldron, W. R.; Emmet Reid, E. J. Am. Chem. Soc. 1923, 45, 2408.
15. Langler, R. F.; Marini, Z.; Spalding, E. S. Can. J. Chem. 1979, 57, 3193.
16. Uyeda, Y. J. Chem. Soc. Jpn. 1931, 52, 410.
17. Purvis, J. E.; Jones, H. O.; Tasker, H. S. J. Chem. Soc. 1910, 97, 2287.
18. Ratner, S.; Clarke, H. T. J. Am. Chem. Soc. 1937, 59, 200.
19. Farmaceutici Italia, Brit. Patent 811816, 1959; Chem. Abstr. 1960, 54, 576.
20. Meyers, A. I.; Durandetta, J. L. J. Org. Chem. 1975, 40, 2021.
21. Culvenor, C. C. J.; Davies, W.; Pausacker, K. H. J. Chem. Soc. 1946, 1050.
22. If this step was omitted the products were found to give very broad NMR signals due to contamination with traces of paramagnetic manganese salts.
23. Knoevenagel, E. Ber. Dtsch. Chem. Ges. 1888, 21, 1344.
24. Otto, R.; Lüders, O. Ber. Dtsch. Chem. Ges. 1880, 13, 1284.
25. Purgotti A. Ann. r. scuola superiore d'agr. in Portia 1915, 13, 8; Chem. Abstr. 1915, 9, 70.
26. Purgotti A. Ann. r. scuola superiore d'agr. in Portia 1915, 13, 8; Chem. Abstr. 1915, 9, 70.
27. Jarvis, B. D.; Saukaitis, J. C. J. Am. Chem. Soc. 1973, 95, 7708.
28. Tolstikov, G. A.; Rosentvet, O. A.; Kunakova, R. B.; Novitskaya, N. N. Izv. Akad. Nauk SSSR, Ser. Khim. 1983, 589; Chem. Abstr. 1983, 99, 53057.
29. Tolstikov, G. A.; Rosentvet, O. A.; Kunakova, R. B.; Novitskaya, N. N. Izv. Akad. Nauk SSSR, Ser. Khim. 1983, 589; Chem. Abstr. 1983, 99, 53057.
30. Rothstein, E. J. Am. Chem. Soc. 1937, 55, 309.
31. Beck, G.; Günther, D. Chem. Ber. 1973, 106, 2761.
32. Huppatz, J. L. Aust. J. Chem. 1971, 24, 653.
33. Jones, F. N.; Andreades, S. J. Org. Chem. 1969, 34, 3011.