RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2010(4): 601-604
DOI: 10.1055/s-0029-1218592
DOI: 10.1055/s-0029-1218592
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkSynthesis of a β-Carboline Scaffold Properly Functionalized for the Generation of Libraries of Bioactive Compounds
Weitere Informationen
Received
6 November 2009
Publikationsdatum:
07. Dezember 2009 (online)
Publikationsverlauf
Publikationsdatum:
07. Dezember 2009 (online)

Abstract
In this work we report the synthesis of the 1-oxo-1,2,3,4-tetrahydro-β-carboline scaffold with two regioselectively functionalizable positions, starting from a readily available indole precursor.
Key words
β-carboline - scaffold - cyclization - indole - chemoselectivity
- 1a
Bourget-Kondracki ML.Martin MT.Guyot M. Tetrahedron Lett. 1996, 37: 3457MissingFormLabel - 1b
Charan RD.Mckee TC.Gustafson KR.Pannell LK.Boyd MR. Tetrahedron Lett. 2002, 43: 5201MissingFormLabel - 2a
The Alkaloids, Chemistry
and Physiology
Vol. XX:
Manske RHF. Academic Press; New York: 1981.MissingFormLabel - 2b
Oh SJ.Ha H.-J.Chi DY.Lee HK. Curr. Med. Chem. 2001, 8: 999MissingFormLabel - 2c
Faust R.Garratt PJ.Jones R.Yeh L.-K. J. Med. Chem. 2000, 43: 1050MissingFormLabel - 3
Wu J.-P.Wang J.Abeywardane A.Andersen D.Emmanuel M.Gautschi E.Kashem MA.Lukas S.Mao W.Martin L.Morwick T.Moss N.Pargellis C.Patel UR.Patnaude L.Peet GW.Skow D.Snow RJ.Ward Y.Werneburg B.White A. Bioorg. Med. Chem. Lett. 2007, 17: 4664 - 4
Cegla MT.Boksa J.Chojnacka-Wojcik E.Misztal S. Pharmazie 1996, 51: 932 - 5
Di Fabio R.Micheli F.Alvaro G.Cavanni P.Donati D.Gagliardi T.Fontana G.Giovannini R.Maffeis M.Mingardi A.Tranquillini ME.Vitulli G. Bioorg. Med. Chem. Lett. 2007, 17: 2254 - 6a
Nagasaka T.Yuge T.Ohki S. Heterocycles 1977, 8: 371MissingFormLabel - 6b
Abramovitch RA.Shapiro D. J. Chem. Soc. 1956, 4589MissingFormLabel - 6c
Abramovitch RA. J. Chem. Soc. 1956, 4593MissingFormLabel - 6d
Abramovitch RA.Muchowski JM. Can. J. Chem. 1960, 38: 554MissingFormLabel - 6e
Horner JK.DeGraw JI.Skinner WA. Can. J. Chem. 1966, 44: 307MissingFormLabel - 6f
DeGraw JI.Skinner WA. Can. J. Chem. 1967, 45: 63MissingFormLabel - 6g
Von Strandtmant M.Cohen MP.Shavel J. J. Med. Chem. 1963, 6: 719MissingFormLabel - 6h
Pouilhès A.Langlois Y. Heterocycles 1985, 23: 935MissingFormLabel - 6i
Haro-Castellanos JA.Gutiérrez-Carrillo A.Romero-Martinez A.James-Molina G.Ramirez-Chavarin L.Pérez-Yescas W. Rev. Soc. Quim. Mex. 2002, 46: 79MissingFormLabel - 6j
Luis VS.Burguette MI. Tetrahedron 1991, 47: 1743MissingFormLabel - 7a
Knölker H.-J.Braxmeier T. Synlett 1997, 925MissingFormLabel - 7b
Jeannin L.Sapi J.Vassileva E.Renard P.Laronze J.-Y. Synth. Commun. 1996, 26: 1711MissingFormLabel - 8
Liu C.Han X.Wang X.Widenhoefer RA. J. Am. Chem. Soc. 2004, 126: 3700 - 9
Liu C.Widenhoefer RA. J. Am. Chem. Soc. 2004, 126: 10250 - 10
Bueyuekbingoel E.Suezen S.Klopman G. Farmaco 1994, 49: 443