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Volumn 47, Issue 15, 2006, Pages 2643-2647

Dual reactivity of imidic carbonyl ylides in Rh(II)-catalyzed reactions of α-diazocarbonyl compounds with succinimide

Author keywords

1,3 Dioxoles; Carbonyl ylides; Diazo compounds; Imides; O Alkylimidates; Rhodium catalysis

Indexed keywords

1,3 DIOXOLANE DERIVATIVE; ALPHA DIAZOCARBONYL DERIVATIVE; CARBONYL DERIVATIVE; ESTER DERIVATIVE; IMIDIC CARBONYL YLIDE DERIVATIVE; SUCCINIMIDE; UNCLASSIFIED DRUG;

EID: 33644897051     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.01.155     Document Type: Article
Times cited : (14)

References (51)
  • 20
    • 33644924501 scopus 로고    scopus 로고
    • note
    • 13C NMR spectroscopy, mass spectrometry, and X-ray analysis. Since the catalytic reactions and isolated products were found to be very sensitive to traces of acids and moisture, the reagents were carefully purified by sublimation in vacuo (1 ) or by distillation under reduced pressure (diazocarbonyl compounds 2a-d ). The work-up procedure was performed, wherever possible, with exclusion of moisture in the system. Caution: Diazocarbonyl compounds 2 should always be considered as potentially toxic and explosive substrates. They should be handled with care and without heating above 50-55 °C.
  • 21
    • 33644926568 scopus 로고    scopus 로고
    • note
    • 4: C, 51.90; H, 5.98; N, 7.56. Found: C, 51.95; H, 6.04; N, 7.59.
  • 22
    • 33644893497 scopus 로고    scopus 로고
    • note
    • 4: C, 54.83; H, 5.62; N, 7.01. Found: C, 54.84; H, 5.65; N, 7.08.
  • 23
    • 33644907064 scopus 로고    scopus 로고
    • note
    • 2CO) did not shift the tautomeric equilibrium and did not lead to the appearance of a new set of signals in the NMR spectra.
  • 24
    • 33644916544 scopus 로고    scopus 로고
    • Johnson C. K. ORTEP II, Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, TN; 1976.
    • Johnson, C. K. ORTEP II, Report ORNL-5138, Oak Ridge National Laboratory, Oak Ridge, TN; 1976.
  • 25
    • 33644882381 scopus 로고    scopus 로고
    • CCDC 285573 for 3a and CCDC 286455 for 4b contain the supplementary crystallographic data for this letter. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif from the Cambridge Crystallographic Data Centre.
  • 29
    • 33644915993 scopus 로고    scopus 로고
    • Catalytic Decomposition of Diazocarbonyl Compounds in the Presence of σ-, π-, and η-Nucleophiles
    • StPSU Saint-Petersburg
    • G.P. Kantin, and V.A. Nikolaev Catalytic Decomposition of Diazocarbonyl Compounds in the Presence of σ-, π-, and η-Nucleophiles Modern Probl. Org. Chem. Vol. 12 1998 StPSU Saint-Petersburg
    • (1998) Modern Probl. Org. Chem. , vol.12
    • Kantin, G.P.1    Nikolaev, V.A.2
  • 37
    • 33644910598 scopus 로고    scopus 로고
    • note
    • 3b,4a,15


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.