A new synthesis of polycyclic fluoranthenes via cyclodehydration of a keto-adduct formed by michael reaction

Polycyclic Aromatic Compounds

Volumn 11, Issue 1-4, 1996, Pages 261-266

  Cho, Bongsup P ^a   Zhou, Li ^a  

^a UNIVERSITY OF RHODE ISLAND   (United States)

Author keywords

Double Wagner Meerwein rearrangement; Fjord region; Michael reaction; Polycyclic fluoranthenes; Substituted fluoranthenes; Synthesis; methylene ketones

Indexed keywords

ADDITION REACTIONS; KETONES;

CYCLODEHYDRATION; DOUBLE WAGN-MEERWEIN REARRANGEMENT; FJORD-REGION; FLUORENYL ANIONS; MICHAEL ADDITIONS; MICHAEL REACTIONS; POLYCYCLIC FLUORANTHENES; SUBSTITUTED FLUORANTHENES; WAGNER-MEERWEIN REARRANGEMENT; Α-METHYLENE KETONE;

SYNTHESIS (CHEMICAL);

EID: 0030366193     PISSN: 10406638     EISSN: None     Source Type: Journal    
DOI: 10.1080/10406639608544674     Document Type: Article

References (8)

1. (a) R. G. Harvey, Polycyclic Aromatic Hydrocarbons: Chemistry and Carcinogenicity, Cambridge University Press, Cambridge, 1991.
2. (b) For recent references see J. E. Rice and Z.-W. Cai, J. Org. Chem., 58, 1415-1424 (1993).
3. H. Nakahira, I. Ryu, M. Ikebe, Y. Oku, A. Ogawa, N. Karabe, N. Sonoda, and S. Murai, J. Org. Chem., 57, 17-28 (1992).
4. B. P. Cho, Tetrahedron Lett., 36, 2403-2406 (1995).
5. H. W. D. Stubbs and S. H. Tucker, J. Chem. Soc. 3288-3292 (1950).
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7. B. P. Cho and L. Zhou, Tetrahedron Lett., 37, in press (1996).
8. B. P. Cho and R. G. Harvey, J. Org. Chem., 52, 5668-5678 (1987).