Selective oxidation of hydrazides using o-iodoxybenzoic acid to carboxylic acids, esters, and aldehydes

Chemistry Letters

Volumn 39, Issue 6, 2010, Pages 546-547

  Takale, Balaram S ^a   Telvekar, Vikas N ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77952713468     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2010.546     Document Type: Article

References (27)

1. a) R. B. Kelly, J. Org. Chem. 1963, 28, 453.
2. b) H. B. Milne, J. E. Halver, D. S. Ho, M. S. Mason, J. Am. Chem. Soc. 1957, 79, 637.
3. c) Y. Wolman, P. M. Gallop, A. Patehomik, A. Berger, J. Am. Chem. Soc. 1962, 84, 1889.
4. W. J. Greenlee, E. D. Thorsett, J. Org. Chem. 1981. 46, 5351.
5. T. G. Back, S. Collins, R. G. Kerr, J. Org. Chem. 1981, 46, 1564.
6. a) C. R. Millington, R. Quarrel!, G. Lowe, Tetrahedron Lett. 1998, 39, 7201.
7. b) J. Tsuji, T. Nagashima, N. T. Qui, H. Takayanagi, Tetrahedron 1980, 36, 1311.
8. G. H. Müller. H. Waldmann, Tetrahedron Lett. 1999, 40, 3549.
9. J. B. Aylward, R. C. Norman, J. Chem. Soc. C 1968, 2399.
10. R. Srinivas, B. V. Subba Reddy, J. S. Yadav, T. Ramalingam, J. Chem. Res., Synop. 2000, 376.
11. B. Stefane, M. Kočevar, S. Polane, Tetrahedron Lett. 1999, 40, 4429.
12. O. Attanasi, F. Serra-Zanetti, G. Tosi, Org. Prep. Proced. Int. 1988, 20, 405.
13. A. Varale, N. Hilage, Int. J. ChemTech Res. 2009, 1, 270.
14. a) X.-Z. Shu, X.-F. Xia, Y.-F. Yang, K.-G. Ji, X.-Y. Liu, Y.-M. Liang, J. Org. Chem. 2009, 74, 7464.
15. b) M. Uyanik, M. Akakura, K. Ishihara, J. Am. Chem. Soc. 2009, 131, 251.
16. c) J. Chan, K. D. Baucom, J. A. Murry, J. Am. Chem. Soc. 2007, 129, 14106.
17. d) K. C. Nicolaou, C. J. N. Mathison, T. Montagnon, J. Am. Chem. Soc. 2004, 126, 5192.
18. e) J. Sheng, X. Li, M. Tang, B. Gao, G. Huang, Synthesis 2007, 1165.
19. f) W. Qian, E. Jin, W. Bao, Y. Zhang, Angew. Chem., Int. Ed. 2005, 44, 952.
20. a) D. B. Dess, J. C. Martin, J. Org. Chem. 1983, 48, 4155.
21. b) D. B. Dess, J. C. Martin, J. Am. Chem. Soc., 1991, 113, 7277.
22. a) V. N. Telvekar, K. N. Patel, H. S. Kundaikar, H. K. Chaudhari, Tetrahedron Lett. 2008, 49, 2213.
23. b) V. N. Telvekar, R. A. Rane, Tetrahedron Lett. 2007, 48, 6051.
24. P. Wuts, M. Goble, Org. Lett. 2000, 2, 2139.
25. Detailed experimental procedure given in Supporting Information which is available electronically on the CSJ-Journal Web site, http://www.csj.jp/ journals/chem-lett/index.html.
26. J. S. McFadyen, T. S. Stevens, J. Chem. Soc. 1936, 584.
27. D. J. Cram, J. S. Bradshaw, J. Am. Chem. Soc. 1963, 55, 1108.