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 2001(5): 0783-0787
DOI: 10.1055/s-2001-12777
DOI: 10.1055/s-2001-12777
PAPER
© Georg Thieme Verlag Stuttgart · New York
Lithium Perchlorate Catalyzed Reactions of Indoles: An Expeditious Synthesis of Bis(indolyl)methanes [1]
Weitere Informationen
Received
29 October 2000
Publikationsdatum:
15. Oktober 2004 (online)
Publikationsverlauf
Publikationsdatum:
15. Oktober 2004 (online)
![](https://www.thieme-connect.de/media/synthesis/200105/lookinside/thumbnails/10.1055-s-2001-12777-1.jpg)
Abstract
Lithium perchlorate is found to catalyze efficiently the electrophilic substitution reactions of indoles with aldehydes and ketones in diethyl ether to afford the corresponding bis(indolyl)methanes in high yields. LiOTf is also found to be an efficient catalyst for the synthesis of these compounds.
Key words
lithium perchlorate - indoles - carbonyl compounds - bis(indolyl)methanes
IICT Communication No. 4566
- 2
Sundberg RJ. The Chemistry of Indoles Academic Press; New York: 1970. -
3a
Ehrlich P. Medicin Woche 1901, 151 -
3b
Morgan L.Schunior R. J. Org. Chem 1962, 27: 3696 -
3c
Dolphin D. J. Heterocycl. Chem. 1979, 7: 275 - 4
Remers W. Chem. Heterocycl. Compd. 1972, 25: 1 -
5a
Roomi M.MacDonald S. Can. J. Chem. 1970, 48: 139 -
5b
Gregorovich B.Liang K.Clugston D.MacDonald S. Can. J. Chem. 1968, 46: 3291 -
6a
Woland W.Venkiteswaren M.Richards C. J. Org. Chem. 1961, 26: 4241 -
6b
Banerji J.Chatterjee A.Manna S.Pascard C.Prange T.Shoolery J. Heterocycles 1981, 15: 325 -
7a
Chatterjee A.Manna S.Benerji J.Pascard C.Prange T.Shoolery J. J. Chem. Soc., Perkin Trans. 1 1980, 553 -
7b
Babu G.Sridhar N.Perumal PT. Synth. Commun. 2000, 30: 1609 - 8
Chen D.Yu L.Wang PG. Tetrahedron Lett. 1996, 37: 4467 - 9
Kobayashi S.Araki M.Yasuda M. Tetrahedron Lett. 1995, 36: 5773 - 10
Heydari A.Larijani H.Emami J.Karami B. Tetrahedron Lett. 2000, 41: 2471 - 11
Sankaraman S.Nesakumar JE. Eur. J. Org. Chem. 2000, 2003 and references cited therein. -
12a
Grieco PA. Aldrichimica Acta 1991, 24: 59 -
12b
Balasubramanian KK. Acros Organics Acta 1999, 6: 12
References
IICT Communication No. 4566