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Volumn 68, Issue 12, 2003, Pages 4684-4692

The aminobarbituric acid-hydantoin rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; AMINES; CATALYSIS; SYNTHESIS (CHEMICAL);

EID: 0037941262     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo020761f     Document Type: Article
Times cited : (54)

References (79)
  • 42
    • 0020555503 scopus 로고
    • 13C NMR data of barbituric acids, see: (a) De Meester, P.; Jovanovic, M. V.; Chu, S. S. C.; Biehl, E. R. J. Heterocycl. Chem. 1986, 23, 337-341. (b) Cortes, S.; Kohn, H. J. Org. Chem. 1983, 48, 2246-2254.
    • (1983) J. Org. Chem. , vol.48 , pp. 2246-2254
    • Cortes, S.1    Kohn, H.2
  • 43
    • 0038423815 scopus 로고    scopus 로고
    • note
    • 7N). Relative intensities are noted in the Experimental Section.
  • 44
    • 0038423814 scopus 로고    scopus 로고
    • note
    • +). Relative intensities are noted in the Experimental Section.
  • 45
    • 0038085165 scopus 로고    scopus 로고
    • note
    • +). Relative intensities are noted in the Experimental Section.
  • 46
    • 0038761767 scopus 로고    scopus 로고
    • note
    • 5). Relative intensities are noted in the Experimental Section.
  • 47
    • 0037747564 scopus 로고    scopus 로고
    • note
    • 2NCO). Relative intensities are noted in the Experimental Section.
  • 48
    • 0038085161 scopus 로고    scopus 로고
    • note
    • 6). Relative intensities are noted in the Experimental Section.
  • 49
    • 0038085166 scopus 로고    scopus 로고
    • note
    • +). Relative intensities are noted in the Experimental Section.
  • 50
    • 0037747567 scopus 로고    scopus 로고
    • note
    • 10). Relative intensities are noted in the Experimental Section.
  • 51
    • 0038085167 scopus 로고    scopus 로고
    • note
    • 6). Relative intensities are noted in the Experimental Section.
  • 52
    • 0019803380 scopus 로고
    • See also refs 16, 17, 21
    • This has also been reported for a few 5-carbamoylhydantoins known so far: Zanotti, G.; Pinnen, F. J. Heterocycl. Chem. 1981, 18, 1629-1633. See also refs 16, 17, 21.
    • (1981) J. Heterocycl. Chem. , vol.18 , pp. 1629-1633
    • Zanotti, G.1    Pinnen, F.2
  • 54
    • 0016837016 scopus 로고
    • (b) Bult, A. Pharm. Weekbl, 1975, 110, 1161-1163.
    • (1975) Pharm. Weekbl. , vol.110 , pp. 1161-1163
    • Bult, A.1
  • 55
    • 0038761766 scopus 로고    scopus 로고
    • note
    • N-Substituted compounds 8 and 9 failed to react with cobalt-(II) nitrate, too.
  • 62
    • 0015855252 scopus 로고
    • Intermediate acylisocyanates were generated by phosgenation of the carboxamide moiety of cyclic imines and underwent a trapping reaction to fused hydantoin iminium chlorides: Jaunin, R.; Arnold, W. Helv. Chim. Acta 1973, 56, 2569-2583. For further examples to prepare fused imidazo derivatives by trapping reactions, see ref 43.
    • (1973) Helv. Chim. Acta , vol.56 , pp. 2569-2583
    • Jaunin, R.1    Arnold, W.2
  • 79
    • 0038761765 scopus 로고    scopus 로고
    • note
    • Mixtures of N-3 and N-1 alkylation products have also been obtained, see ref 13.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.