Activation of molecular oxygen by S-radicals: Experimental and computational studies on a novel oxidation of alkynes to α-diketones

Chemical Communications

Volumn , Issue 46, 2008, Pages 6239-6241

  Tan, Kristine J ^a   Wille, Uta ^a  

^a UNIVERSITY OF MELBOURNE   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DICARBONYL DERIVATIVE; ALKYNE DERIVATIVE; OXYGEN; RADICAL; THIYL RADICAL; THIYLPEROXY RADICAL; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL BOND; CHEMICAL REACTION; CYCLIZATION; MOLECULAR DYNAMICS; OXIDATION; REACTION ANALYSIS;

EID: 56849105646     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b815358b     Document Type: Article

References (25)

1. C. Sheu A. Sobkowiak S. Jeon D. T. Sawyer J. Am. Chem. Soc. 1990 112 879
2. P. Li F. H. Cheong L. C. F. Chao Y. H. Lin I. D. Williams J. Mol. Catal. A: Chem. 1999 145 111
3. Y. H. Hwang C. P. Cheng J. Chem. Soc., Chem. Commun. 1992 317
4. U. Wille G. Heuger C. Jargstorff J. Org. Chem. 2008 73 1413
5. U. Wille J. Am. Chem. Soc. 2002 124 14
6. K. J. Tan and U. Wille, to be published
7. Overview: in S-Centered Radicals, ed., Z. B. Alfassi,, John Wiley & Sons, Chichester, 1999
8. K. Griesbaum A. A. Oswald B. R. Hudson, Jr J. Am. Chem. Soc. 1963 85 1969
9. J. Yoshida S. Nakatani S. Isoe J. Org. Chem. 1993 58 4855
10. M. Ueda H. Miyabe H. Shimizu H. Sugino O. Miyata T. Naito Angew. Chem., Int. Ed. 2008 47 5600
11. D. L. Bunbury C. T. Wang Can. J. Chem. 1968 46 1473
12. A. R. Katrizky L. Xie L. Serdyuk J. Org. Chem. 1996 61 7564
13. S. L. Murov,,, I. Carmichael, and, G. L. Hug,, Handbook of Photochemistry, Marcel Dekker, Inc., New York, Basel, Hong Kong, 2nd edn, 1993
14. U. Wille J. Andropof Aust. J. Chem. 2007 60 420
15. O. Ito R. Omori M. Matsuda J. Am. Chem. Soc. 1982 104 3934
16. D. Becker S. Summerfield S. Gillich M. D. Sevilla Int. J. Radiat. Biol. 1994 65 537
17. K. Schaefer M. Bonifacic D. Bahnemann K. D. Asmus J. Phys. Chem. 1978 82 2777
18. O. Ito M. Matsuda J. Am. Chem. Soc. 1979 101 1815
19. X. Zhang N. Zhang H.-P. Schuchmann C. von Sonntag J. Phys. Chem. 1994 98 6541
20. N. C. Yang J. Libman J. Org. Chem. 1974 39 1782
21. K. Griesbaum Y. Dong K. J. McCullough J. Org. Chem. 1997 62 6129
22. M. Y. Park S. G. Yang Y. H. Kim Heteroat. Chem. 2002 13 431
23. Y. Razskazovskii A.-O. Colson M. D. Sevilla J. Phys. Chem. 1995 99 7993
24. J. Ciabattoni R. A. Campbell C. A. Renner P. W. Concannon J. Am. Chem. Soc. 1970 92 3826
25. M. Iino M. Matsuda J. Org. Chem. 1983 48 3108