A simple and convenient manganese dioxide oxidation of benzyl halides to aromatic aldehydes under neutral condition

Chemistry Letters

Volumn 34, Issue 2, 2005, Pages 194-195

  Goswami, Shyamaprosad ^a   Jana, Subrata ^a   Dey, Swapan ^a   Adak, Avijit Kumar ^a  

^a INDIAN INSTITUTE OF ENGINEERING SCIENCE AND TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; BENZYL DERIVATIVE; HALIDE; MANGANESE DIOXIDE;

ARTICLE; ENERGY YIELD; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; MOLECULAR MECHANICS; OXIDATION KINETICS; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS; TECHNIQUE;

EID: 17844409829     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.194     Document Type: Article

References (29)

1. a) M. Sommelet, C. R. Acad. Sci., 157, 852 (1913).
2. b) M. Sommelet, Bull. Soc. Chim. Fr., 13, 1085 (1913).
3. a) R. C. Larock, in "Comprehenshive Organic Transformations," VCH Publishers, Inc., New York (1989), p 599.
4. b) S. N. Kileny, in "Comprehensive Organic Synthesis," ed. by B. M. Trost and S. V. Ley, Pergamon Press, Oxford (1991), Vol. 7, pp 653-670.
5. c) M. B. Smith and J. March, "March's Advanced Organic Chemistry," 5th ed., Wiley-Interscience Publication, New York (2001), pp 1535-1536.
6. a) H. B. Hass and M. L. Bender, J. Am. Chem. Soc., 71, 1767 (1949).
7. b) B. H. Clanderman, J. Org. Chem., 31, 2618 (1966).
8. F. Krohnke, Angew. Chem., Int. Ed. Engl., 2, 380 (1963).
9. a) N. Kornblum, J. W. Powers, G. J. Anderson, W. L. Jones, H. O. Larson, O. Levand, and W. M. Weaver, J. Am. Chem. Soc., 79, 6562 (1957).
10. b) N. Kornblum, W. J. Jones, and G. J. Anderson, J. Am. Chem. Soc., 81, 4113 (1959).
11. L. Syper and J. Mlochowski, Synthesis, 1984, 747.
12. a) D. Landini and F. Rolla, Chem. Ind. (London), 1979, 213.
13. b) P. Cardilo, M. Orena, and F. Sandri, J. Chem. Soc., Chem. Commun., 1976, 190.
14. a) S. Mukaiyama, J. Inanaga, and M. Yamaguchi, Bull. Chem. Soc. Jpn., 54, 2221 (1981).
15. b) S. Suzuki, T. Onishi, Y. Fujita, H. Misawa, and J. Otera, Bull. Chem. Soc. Jpn., 59, 3287 (1986).
16. c) S. Chandrasekhar and M. Sridhar, Tetrahedron Lett., 41, 5423 (2000).
17. A. Itoh, T. Kodana, S. Inagaki, and Y. Masaki, Org. Lett., 2, 2455 (2000).
18. S. Das, A. K. Panigrahi, and G. C. Maikap, Tetrahedron Lett., 44, 1375 (2003).
19. R. Badri and M. Soleymani, Synth. Commun., 33, 1325 (2003).
20. C. Li, P. Zheng, J. Li, H. Zhang, Y. Cui, Q. Shao, X. Ji, J. Zhang, P. Zhao, and Y. Xu, Angew. Chem., Int. Ed. Engl., 42, 5063 (2003).
21. a) M. M. Hashemi, A. Rahimi, and Y. Ahmadibeni, Acta Chim. Slov., 51, 333 (2004).
22. b) B. Barbry and P. Champagne, Tetrahedron Lett., 37, 7725 (1996).
23. S. P. Goswami and A. K. Mahapatra, Tetrahedron Lett., 39, 1981 (1998).
24. A. J. Fatiadi, Synthesis, 1976, 65; A. J. Fatiadi, Synthesis, 1976, 133.
25. A. J. Fatiadi, Synthesis, 1976, 65; A. J. Fatiadi, Synthesis, 1976, 133.
26. a) S. P. Goswami, K. Ghosh, R. Mukherjee, A. K. Adak, and A. K. Mahapatra, J. Heterocycl. Chem., 38, 173 (2001).
27. b) S. P. Goswami, S. Dey, S. Jana, and A. K. Adak, Chem. Lett., 33, 691 (2004).
28. J. D. Lee, in "Concise Inorganic Chemistry," 5th ed., Chapman and Hall, London (1996) pp 736-742.
29. All products are characterized by FT-IR, 1H NMR and also comparison of the melting points with authentic samples when available.