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Synthesis 2006(10): 1613-1624
DOI: 10.1055/s-2006-926460
DOI: 10.1055/s-2006-926460
PAPER
© Georg Thieme Verlag Stuttgart · New York
Novel Approaches to Fused Phospha-Pyrimidines
Weitere Informationen
Received
8 August 2005
Publikationsdatum:
27. April 2006 (online)
Publikationsverlauf
Publikationsdatum:
27. April 2006 (online)
Abstract
Simple methods for the preparation of phosphorus-containing fused pyrimidine analogues such as fused 1,5,2-diazaphosphinines from amidine derivatives of π-excessive heterocycles are described. The scope and limitations of the methodology are detailed.
Key words
phospha-pyrimidines - amidines - phosphorus(III) halides - phosphorylation - heterocyclization
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1a
Palacios F.Retana AMO.Oyarzabal J. Tetrahedron 1999, 55: 3091 -
1b
Palacios F.Retana AMO.Pascual S.Munain RL. Tetrahedron Lett. 2002, 43: 5917 - 2
Rosengren S.Firestein GS. In Purinergic Approaches in Experimental TherapeuticsJacobson KA.Jarvis MF. Wiley; New York: 1997. - For recent examples, see:
-
3a
Quintela JM.Peinador C.Gonzalez L.Devesa I.Ferrandiz ML.Alcaraz MJ.Riguera R. Bioorg. Med. Chem. 2003, 11: 863 -
3b
Chebib M.McKeveney D.Quinn RJ. Bioorg. Med. Chem. 2000, 8: 2581 -
3c
Lubbers T.Angehrn P.Gmunder H.Herzig S.Kulhanek J. Bioorg. Med. Chem. Lett. 2000, 11: 821 -
4a
Karaghiosoff K.Cleve C.Schmidpeter A. Phosphorus Sulfur Relat. Elem. 1986, 28: 289 -
4b
Bansal RK.Karaghiosoff K.Gandhi N.Schmidpeter A. Synthesis 1995, 4: 361 -
4c
Bansal RK.Karaghiosoff K.Gupta N.Schmidpeter A.Spindler C. Chem. Ber. 1991, 124: 475 -
4d
Bansal RK.Mahnot R.Sharma DC.Karaghiosoff K.Schmidpeter A. Heteroat. Chem. 1992, 3: 351 -
5a
Tolmachev AA.Dovgopoly SI.Kostyuk AN.Kozlov ES.Pushechnikov AO.Trofimov BA.Mikhaleva AI. Heteroat. Chem. 1997, 8: 495 -
5b
Tolmachev AA.Dovgopoly SI.Kostyuk AN.Kozlov ES.Pushechnikov AO.Holzer W. Heteroat. Chem. 1999, 10: 391 -
5c
Ivonin SP.Pushechnikov AO.Tolmachev AA. Heteroat. Chem. 2000, 11: 107 -
5d
Pushechnikov AO.Krotko DG.Volochnyuk DM.Tolmachev AA. Synlett 2001, 860 -
5e
Volochnyuk DM.Pushechnikov AO.Krotko DG.Koydan GN.Marchenko AP.Chernega AN.Pinchuk AM.Tolmachev AA. Synthesis 2003, 906 -
5f
Chekotilo AA.Kostyuk AN.Pinchuk AM.Tolmachev AA. Heteroat. Chem. 2003, 14: 23 -
5g
Chekotilo AA.Yurchenko AA.Tolmachev AA. Chem. Heterocycl. Compd. (Engl. Transl.) 2001, 37: 526 - 6
Oshovsky GV.Pinchuk AM.Tolmachev AA. Mendeleev Commun. 1999, 9: 161 - 7
Kovaleva SA.Chubaruk NG.Tolmachev AA.Pinchuk AM. Chem. Heterocycl. Compd. (Engl. Transl.) 2001, 37: 1183 -
8a
Volochnyuk DM.Pushechnikov AO.Krotko DG.Sibgatulin DA.Kovaleva SA.Tolmachev AA. Synthesis 2003, 1531 -
8b
Pushechnikov AO.Volochnyuk DM.Tolmachev AA. Synlett 2002, 1040 - For related intramolecular cyclization of acylated amidines derivatives of aminoheterocycles, see:
-
9a
Vovk MV.Bol’but AV.Boiko VI.Pirozhenko VV.Chernega AN. Mendeleev Commun. 2001, 198 -
9b
Vovk MV.Bol’but AV.Dorokhov AV.Pirozhenko VV. Synth. Commun. 2002, 32: 3749 -
9c
Vovk MV.Bol’but AV.Boiko VI.Pirozhenko VV.Chernega AN.Tolmachev AA. Chem. Heterocycl. Compd. (Engl. Transl.) 2004, 40: 370 - 10
Kovaleva SA.Ivonin SP.Tolmachev AA.Pinchuk AM. Chem. Heterocycl. Compd. (Engl. Transl.) 2001, 37: 1181 -
11a
Grandberg II.Ting W.-P.Kost AN. Zh. Obshch. Khim. 1961, 31: 2311 ; Chem. Abstr. 1962, 56: 25079 -
11b
Dann O. Chem. Ber. 1943, 76: 419 - 12
Tolmachev AA.Ivonin SP.Kharchenko AV.Kozlov ES. J. Gen. Chem. USSR (Engl. Transl.) 1991, 61: 778 - 13
North ACT.Phillips DC.Mathews FS. Acta Crystallogr., Sect. C 1968, 24: 351 - 14
Carruthers JR.Watkin DJ. Acta Crystallogr., Sect. C 1979, 35: 698 -
15a
Watkin DJ.Prout CK.Carruthers JR.Betteridge PW. CRYSTALS Issue 10: Chemical Crystallography Laboratory; University of Oxford, UK: 1996. -
15b
Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Center as supplementary publication no. CCDC-256274 (27) and CCDC-256890 (38) and can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: +44(1223)336033; E-mail: deposit@ccdc.cam.ac.uk]