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Synthesis 2002(1): 0034-0038
DOI: 10.1055/s-2002-19290
DOI: 10.1055/s-2002-19290
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Simple Route to N-ω-Chloroalkylisatins from Cyclic t-Anilines, Oxalyl Chloride and DABCO
Further Information
Received
7 September 2001
Publication Date:
04 August 2004 (online)
Publication History
Publication Date:
04 August 2004 (online)
Abstract
para-Substituted N-phenylpyrrolidines, -piperidines, -perhydroazepines and -morpholines react with oxalyl chloride and DABCO to give the pharmaceutically useful intermediates, N-ω-haloalkylisatins, under mild conditions and generally good yields.
Key words
cyclic t-anilines - oxalyl chloride - DABCO - N-ω-haloalkylisatins
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Teraji T,Oku T, andNamiki T. inventors; Eur. Patent 10398. ; Chem. Abstr. 1980, 93, 220773 - 2
Kobayashi M, andKitazawa MY. inventors; Japanese Patent 62270576. ; Chem. Abstr. 1988, 109, 110263 - 3
Boar BR, andCross AJ. inventors; WO Patent 9312085. ; Chem. Abstr. 1993, 119, 225964 - 4
Boar BR,O’shea DM, andTomlinson ID. inventors; WO Patent 9429272. ; Chem. Abstr. 1995, 122, 239179 - 5
Gallagher PT,Owton WM, andSmith CW. inventors; Eur. Patent 780388. ; Chem. Abstr. 1997, 127, 135719 - 6
Rekhter MA.Radul OM.Bukhanyuk SM. Chem. Heterocycl. Compd. (Engl. Trans.) 1999, 35: 792 - 7
Cheng Y.Ye HL.Zhan YH.Meth-Cohn O. Synthesis 2001, 904 - 8
Venuti MC.Ort O. Synthesis 1988, 985 - 9
Juaristi E.Madrigal D. Tetrahedron 1989, 45: 629 - 10
Sellers C.Suschitzky H. J. Chem. Soc. 1965, 6186 - 11
Shim SC.Huh KT.Park WH. Tetrahedron 1986, 42: 259 - 12
Beach SF.Hepworth JD.Sawyer J.Hallas G.Marsden R.Mitchell MM.Ibbitson DA.Jones AM.Neal GT. J. Chem. Soc., Perkin 2 1984, 217 - 13
Barton DHR.Donnelly DMX.Finet J.-P.Guiry PJ. J. Chem. Soc., Perkin Trans. 1 1991, 2095 - 14
Fielden R.Meth-Cohn O.Suschitzky H. J. Chem. Soc., Perkin Trans. 1 1973, 696 - 15
Shim SC.Doh CH.Kim TJ.Lee HK.Kim KD. J. Heterocycl. Chem. 1988, 25: 1383 - 16
Stauffer SR.Lee S.Stambuli JP.Hauek SI.Hartwig JF. Org. Lett. 2000, 2: 1423 - 17
Birch AJ.Hutchinson EG.Rao GS. J. Chem. Soc. (C) 1971, 637 - 18
Pearson AJ.Gelormini AM. J. Org. Chem. 1994, 59: 4561 - 19
Jones DH. J. Chem. Soc.(C) 1971, 132