Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2001(7): 1004-1006
DOI: 10.1055/s-2001-14561
DOI: 10.1055/s-2001-14561
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Dihydrofurans from Diaryl Ketones and Chalcones Promoted by Samarium Diiodide/Samarium
Further Information
Received
9 January 2001
Publication Date:
30 September 2004 (online)
Publication History
Publication Date:
30 September 2004 (online)
Abstract
The intermolecular reductive cyclization of aromatic ketones and chalcones with SmI2/Sm in tetrahydrofuran afforded dihydrofurans in good yields.
Key words
samarium diiodide - samarium - reductive coupling - cyclization - diaryl ketone - chalcone - dihydrofuran
-
1a
Girard P.Namy JL.Kagan HB. J. Am. Chem. Soc. 1980, 102: 2693 -
1b
Soupe J.Danon J.Namy JL.Kagan HB. J. Organomet. Chem. 1983, 250: 227 -
2a
Molander GA.Harris CR. Chem. Rev. 1996, 96: 307 -
2b
Krief A.Laval A.-M. Chem. Rev. 1999, 99: 245 -
3a
Ogawa A.Takami N.Sekiguchi M.Ryu I.Kambe N.Sonoda N. J. Am. Chem. Soc. 1992, 114: 8729 -
3b
Murakami M.Hayashi M.Ito Y. Synlett 1994, 179 -
4a
Ma YM.Zhang YM.Zhou LH. J. Chem. Res., Synop. 2000, 250 -
4b
Zhou LH.Zhang YM.Shi DQ. Tetrahedron Lett. 1998, 39: 8491 -
4c
Zhou LH.Zhang YM. Synth. Commun. 2000, 30: 597 -
5a
Larock RC.Gong WH. J. Org. Chem. 1990, 55: 407 -
5b
Hillers S.Sartori S.Reiser O. J. Am. Chem. Soc. 1996, 118: 2087 -
5c
Larhed M.Hallberg A. J. Org. Chem. 1996, 61: 9582 -
5d
Loiseleur O.Hayashi M.Schmees N.Pfaltz A. Synthesis 1997, 1338 -
5e
Hii KK.Claridge TDW.Brown JM. Angew. Chem., Int. Ed. Engl. 1997, 36: 984 -
6a
Kingsbury JS.Harrity JPA.Bonitatelus PJ.Hoveyda AH. J. Am. Chem. Soc. 1999, 121: 791 -
6b
Tallarico JA.Bonitatebus PJ.Snapper ML. J. Am. Chem. Soc. 1997, 119: 7157 -
7a
Eisch JJ.Shah JH. J. Org. Chem. 1991, 56: 2955 -
7b
Rauchschwalbe G.Ahlbrecht H. Synthesis 1974, 663 -
7c
Ahlbrecht H.Kramer A. Chem. Ber. 1996, 129: 1161 - 8
Scott LT.Cotton WD. J. Am. Chem. Soc. 1973, 95: 5416 - 9
Fukuzawa S.Fujinami T.Sakai S. J. Chem. Soc., Chem. Commun. 1987, 919 - 10
Hou ZM.Yamazaki H.FuJiwara Y.Taniguch H. Organometallics 1992, 11: 2711