DOI QR코드

DOI QR Code

Oxidation of Aldehydes to Carboxylic Acids with Hydrogen Peroxide and PTSA Catalyzed by β-Cyclodextrin

  • Received : 2014.05.02
  • Accepted : 2014.07.31
  • Published : 2014.11.20

Abstract

Keywords

References

  1. (a) Hudlicky, M. In Oxidations in Organic Chemistry. In ACS Monograph Series 186; American Chemical Society: Washington, DC, 1990; p 174.
  2. (b) Hollingworth, G. J., In Comprehensive Organic Functional Group Transformations; Katritzky, A. R., Meth-Cohn, O., Rees, C. W., Pattenden, G., Eds.; Elsevier Science: Oxford, 1995; Vol 5, p 23.
  3. (c) Larock, R. C. Comprehensive Organic Transformations: A Guide to Functional Group Preaparations, 2nd ed.; Wiley-VCH: New York, 1999; p 1653.
  4. Djerassi, C.; Engle, R. R.; Bowers, A. J. Org. Chem. 1956, 21, 1547. https://doi.org/10.1021/jo01118a627
  5. Sedelmeier, J.; Ley, S. V.; Baxendale, I. R.; Baumann, M. Org. Lett. 2010, 12, 3618. https://doi.org/10.1021/ol101345z
  6. Howarth, J. Tetrahedron Lett. 2000, 41, 6627. https://doi.org/10.1016/S0040-4039(00)01037-6
  7. Lim, M. Yoon, C. M.; An, G.; Rhee, H. Tetrahedron Lett. 2007, 48, 3835. https://doi.org/10.1016/j.tetlet.2007.03.151
  8. Mukhopadhyay, C.; Datta, A. Catal. Commun. 2008, 9, 2588. https://doi.org/10.1016/j.catcom.2008.07.019
  9. Travis, B. R.; Sivakumar, M.; Hollist, G. O.; Borhan, B. Org. Lett. 2003, 5, 1031. https://doi.org/10.1021/ol0340078
  10. Nair, V.; Varghese, V.; Paul, R. R.; Jose, A.; Sinu, C. R.; Menon, R. S. Org. Lett. 2010, 12, 2653. https://doi.org/10.1021/ol1008697
  11. Hajimohammadi, M.; Safari, N.; Mofakham, H.; Shaabani, A. Tetrahedron Lett. 2010, 51, 4061. https://doi.org/10.1016/j.tetlet.2010.05.124
  12. Dalcanale, E.; Montanari, F. J. Org. Chem. 1986, 51, 567. https://doi.org/10.1021/jo00354a037
  13. (a) Sato, K.; Takagi, J.; Aoki, M.; Noyori, R. Tetrahedron Lett. 1998, 39, 7549. https://doi.org/10.1016/S0040-4039(98)01642-6
  14. (b) Yan, H.; Liu, C.; Luo, G. Petroleum Science and Technology 2005, 23, 1511. https://doi.org/10.1081/LFT-200041057
  15. Brzaszcz, M.; Kolc, K.; Maposah, M.; Mlochowski, J. Synth. Comm. 2000, 30, 4425. https://doi.org/10.1080/00397910008087069
  16. Sato, K.; Hyodo, M.; Takagi, J.; Aoki, M.; Noyori, R. Tetrahedron Lett. 2000, 41, 1439. https://doi.org/10.1016/S0040-4039(99)02310-2
  17. Tandon, P. K.; Baboo, R.; Singh, A. K.; Purwar, G. M. Appl. Organometal. Chem. 2005, 19, 1079. https://doi.org/10.1002/aoc.949
  18. Bernini, R.; Coratti, A.; Provenzano, G.; Fabrizi, G.; Tofani, D. Tetrahedron 2005, 61, 1821. https://doi.org/10.1016/j.tet.2004.12.025
  19. Cong, Z.-Q.; Wang, C.-I.; Chen, T.; Yin, B.-Z. Synth. Comm. 2006, 36, 679. https://doi.org/10.1080/00397910500408456
  20. Joseph, J. K.; Jain, S. L.; Sain, B. Catal. Comm. 2007, 8, 83. https://doi.org/10.1016/j.catcom.2006.05.035
  21. Chakraborty, D.; Gowda, R. R.; Malik, P. Tetrahedron Lett. 2009, 50, 6553. https://doi.org/10.1016/j.tetlet.2009.09.044
  22. Murray, A. T.; Matton, P.; Fairhurst, N. W. G.; John, M. P.; Carbery, D. R. Org. Lett. 2012, 14, 3656. https://doi.org/10.1021/ol301496m
  23. Yang, X.; Tang, S.; Lu, T.; Chen, C.; Zhou, L.; Su, Y.; Xu, J. Synth. Comm. 2013, 43, 979. https://doi.org/10.1080/00397911.2011.617487
  24. Krishnaveni, N. S.; Surendra, K.; Rao, K. R. Adv. Synth. Catal. 2004, 346, 346. https://doi.org/10.1002/adsc.200303164
  25. Surendra, K.; Krishnaveni, N. S.; Reddy, M. A.; Nageswar, Y. V. D.; Rao, K. R. J. Org. Chem. 2003, 68, 2058. https://doi.org/10.1021/jo026751w
  26. Heaney, H.; Newbold, A. J. Tetrahedron Lett. 2001, 42, 6607. https://doi.org/10.1016/S0040-4039(01)01332-6
  27. Yang, X.; Tang, S.; Lu, T.; Chen, C.; Zhou, L.; Su, Y. Xu, J. Synth. Comm. 2013, 43, 979. https://doi.org/10.1080/00397911.2011.617487

Cited by

  1. Pyrazole‐4‐carboxylic Acids from Vanadium‐catalyzed Chemical Transformation of Pyrazole‐4‐carbaldehydes vol.56, pp.6, 2014, https://doi.org/10.1002/jhet.3546