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Volumn 67, Issue 21, 2011, Pages 3839-3845

Base-catalyzed synthesis of bicyclic 4-aminopyrimidines from the reaction of dinitriles with mononitriles

Author keywords

4 Aminopyrimidine; Base catalysis; Cyclization; Dinitrile; Nitrile

Indexed keywords

ALIPHATIC COMPOUND; AMINE; AROMATIC COMPOUND; BICYCLIC 4 AMINOPYRIMIDINE DERIVATIVE; NITRILE; POTASSIUM; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79955670847     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2011.03.098     Document Type: Article
Times cited : (5)

References (30)
  • 18
    • 33947459122 scopus 로고
    • For examples of trimerization of nitriles to 4-aminopyrimidines, reactions that proceed presumably via the annulation of β-cyanoenamines with nitriles, see: G.A. Reynolds, W.J. Humphlett, F.W. Swamer, and C.R. Hauser J. Org. Chem. 16 1951 165 172
    • (1951) J. Org. Chem. , vol.16 , pp. 165-172
    • Reynolds, G.A.1    Humphlett, W.J.2    Swamer, F.W.3    Hauser, C.R.4
  • 23
    • 0001067129 scopus 로고
    • For the formation of a bicyclic aminopyrimidine from 2 equiv of the same dinitrile (adiponitrile), see: Q.E. Thompson J. Am. Chem. Soc. 80 1958 5483 5487
    • (1958) J. Am. Chem. Soc. , vol.80 , pp. 5483-5487
    • Thompson, Q.E.1
  • 24
    • 79955671604 scopus 로고    scopus 로고
    • Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 804388-804389. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, (fax: +44 (0)1223 336033 or e-mail: deposit@ccdc.cam.ac.uk
    • Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC 804388-804389. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, (fax: +44 (0)1223 336033 or e-mail: deposit@ccdc.cam.ac.uk ).
  • 26
    • 0000986643 scopus 로고
    • NAr reactions of 4-fluorobenzonitrile with nitrile anions, see: F.J. McEvoy, and J.D. Albright J. Org. Chem. 44 1979 4597 4603
    • (1979) J. Org. Chem. , vol.44 , pp. 4597-4603
    • McEvoy, F.J.1    Albright, J.D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.