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Volumn 6, Issue 25, 2004, Pages 4679-4681

N-heterocyclic carbenes as highly efficient catalysts for the cyclotrimerization of isocyanates

Author keywords

[No Author keywords available]

Indexed keywords

CARBENE; CYANURIC ACID; HETEROCYCLIC COMPOUND; ISOCYANIC ACID DERIVATIVE;

EID: 11444262868     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048211m     Document Type: Article
Times cited : (169)

References (42)
  • 12
  • 35
    • 84982456836 scopus 로고
    • An early report indicated that 1,3-diphenyl-4,5-dihydro-imidazol-2- ylidene reacts with 2-aryl or 2-vinyl isocyanates to form spirohydantoins. We see no evidence of spirohydantoin formation in our reactions. See: Schössler, W.; Regitz, M. Chem. Ber. 1974, 107, 1931.
    • (1974) Chem. Ber. , vol.107 , pp. 1931
    • Schössler, W.1    Regitz, M.2
  • 37
    • 11444269274 scopus 로고    scopus 로고
    • note
    • Representative Procedure for Isocyanate Cyclotrimerization Using SIPr. Under a nitrogen atmosphere, a solution of PhNCO (1:1 v:v in THF) was added to an oven-dried round-bottom flask containing SIPr (0.1 mol %) and equipped with a magnetic stir bar. The reaction was stirred at room temperature. The resulting precipitate was filtered, washed with pentane, and dried in vacuo to afford the isocyanurate as a white solid in 99% yield.
  • 39
    • 11444269412 scopus 로고    scopus 로고
    • note
    • substituent bond. Thus, the methyl substituents on the aryl ring may be locked on the same side or on opposite sides (or a combination thereof) of the isocyanurate core. We obtained a statistical mixture of these possible isomers in the cyclotrimerization to isocyanurate 11.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.