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Synthesis 2002(8): 1061-1064
DOI: 10.1055/s-2002-31965
DOI: 10.1055/s-2002-31965
PAPER
© Georg Thieme Verlag Stuttgart · New York
Indium Tribromide Catalyzed Aminolysis of Aziridines: An Efficient Synthesis of vicinal-diamines
Weitere Informationen
Received
2 February 2002
Publikationsdatum:
03. Juni 2002 (online)
Publikationsverlauf
Publikationsdatum:
03. Juni 2002 (online)
Abstract
Indium tribromide catalyzes efficiently the aminolysis of activated aziridines with aromatic amines under mild reaction conditions to afford the corresponding vicinal-diamines in high yields with high selectivity.
Key words
aziridines - indium reagents - aryl amines - vic-diamines
-
1a
Tanner D. Angew. Chem., Int. Ed. Engl. 1994, 33: 599 -
1b
McCoull W.Davis FA. Synthesis 2000, 1347 -
2a
Dureault A.Tranchepain I.Depezay JC. J. Org. Chem. 1989, 54: 5324 -
2b
Tanner D.He HM. Tetrahedron 1992, 48: 6079 - 3
Hudlicky T.Luna H.Price JD.Rulin F. J. Org. Chem. 1990, 55: 4683 -
4a
Katritzky AR.Rees CW. In Comprehensive Heterocylic Chemistry Vol. 7: Pergamon Press; Oxford: 1984. p.47 -
4b
Kump JEG. In Comprehensive Organic Synthesis Vol 7:Trost BM.Fleming I. Pergamon Press; Oxford: 1991. p.469 -
5a
Graul A.Castarer J. Drugs Future 1999, 24: 1175 -
5b
Smith PW.Sollis SL.Howes PD.Cherry PC.Starkey ID.Cobley KN.Weston H.Scicinski J.Merritt A.Whittington A.Wyatt P.Taylor N.Green D.Bethell RC.Madar S.Fenton RJ.Morley PJ.Patemann T.Beresford A. J. Med. Chem. 1998, 41: 787 -
5c
Smith PW.Robinson JE.Evans DN.Sollis SL.Howes PD.Trivedi N.Bethell RC. Bioorg. Med. Chem. Lett. 1999, 9: 601 - 6
Reetz MT.Jaeger R.Drewlies R.Hubel M. Angew. Chem., Int. Ed. Engl. 1991, 30: 103 ; and references cited therein -
7a
Meguro M.Asao N.Yamamoto Y. Tetrahedron Lett. 1994, 35: 7395 -
7b
Sekar G.Singh VK. J. Org. Chem. 1999, 64: 2537 - 8
Meguro M.Yamamoto Y. Heterocycles 1996, 43: 2473 -
9a
Yadav JS.Reddy BVS.Kumar GM. Synlett 2001, 1417 -
9b
Yadav JS.Sunny A.Reddy BVS.Sabitha G. Synthesis 2001, 2165 -
9c
Yadav JS.Sunny A.Reddy BVS.Sabitha G. Tetrahedron Lett. 2001, 42: 8063 -
9d
Yadav JS.Reddy BVS.Kumar GM. Synlett 2001, 1781 -
10a
Li CJ.Chan T.-H. Tetrahedron 1999, 55: 11149 -
10b
Babu G.Perumal PT. Aldrichima Acta. 2000, 33: 16 -
10c
Ghosh R. Indian J. Chem. 2001, 40B: 550 -
11a
Bandini M.Giorgio Cozzi P.Melchiorre P.Umani-Ronchi A. Tetrahedron Lett. 2001, 42: 3041 -
11b
Ceschi MA.Felix LA.Peppe C. Tetrahedron Lett. 2000, 41: 9695