Intramolecular aromatic 1,5-hydrogen transfer in free radical reactions. II. Rearrangement of iodobenzophenones

Tetrahedron Letters

Volumn 40, Issue 34, 1999, Pages 6153-6156

  Cummins, Jordan M ^a   Dolling, Ulf H ^a   Douglas, Alan W ^a   Karady, Sandor ^a   Leonard Jr , William R ^a   Marcune, Benjamin F ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

Photochemistry; Radicals and radical reactions; Rearrangements

Indexed keywords

BENZOPHENONE DERIVATIVE; FREE RADICAL; IODOBENZOPHENONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BINDING; MOLECULAR DYNAMICS; PHOTOCHEMISTRY; PHOTOLYSIS; PROTON TRANSPORT; REACTION ANALYSIS;

EID: 0033588314     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01292-7     Document Type: Article

References (8)

1. Beckwith, A. L.; Ingold, K. U. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York 1980; Vol. 1, p 251.
2. 4 and NaOH. DeTar, D. F.; Relyea, D. J. J. Am. Chem. Soc. 1956, 78, 4302.
3. 1,5-Hydrogen transfer was reported in the high temperature gas phase reaction of diaryl ether radicals. Cadogan, J. I. G.; Hutchinson, H. S.; McNab, H. Tetrahedron 1992, 48, 7747.
4. Karady, S.; Lee, N. L.; Dolling, U-H.; Douglas, A. W.; McManemin, G. J.; Marcune, B. J. Am. Chem. Soc. 1995, 117, 5425.
5. Cioslowski, J.; Liu, G.; Moncrieff, D. J. Org. Chem. 1996, 61, 4111.
6. Curran, D. P. Synthesis 1988, 489.
7. Minisci, F. In Substituent Effects in Radical Chemistry, D. Reide, Ed., H. G. Viehe: Dorchecht, 1986, p 391.
8. Sordo, T. L.; Dannenberg, J. J. J. Org. Chem. 1999, 64, 1922.