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Volumn 63, Issue 11, 2007, Pages 2414-2417

An efficient synthesis of 2-arylimidazoles by oxidation of 2-arylimidazolines using activated carbon-O2 system and its application to palladium-catalyzed Mizoroki-Heck reaction

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; DIHYDROIMIDAZOLE; IMIDAZOLE DERIVATIVE; IMIDAZOLINE DERIVATIVE; LIGAND; OXYGEN; PALLADIUM; UNCLASSIFIED DRUG;

EID: 33846805932     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.01.014     Document Type: Article
Times cited : (44)

References (41)
  • 24
    • 33846835139 scopus 로고    scopus 로고
    • See also for recent palladium-catalyzed coupling reactions:
  • 30
    • 33846789727 scopus 로고    scopus 로고
    • Other methods for imidazoline synthesis:
  • 37
    • 33846843983 scopus 로고    scopus 로고
    • note
    • In the case of 1,2-phenylenediamine and aldehydes, the corresponding intermediate dihydro-cyclic benzimidazolines could not be isolated, because successive oxidation step proceeded very rapidly. On the other hand, in the present case, the product of ethylenediamine and aldehydes, that is, 2-arylimidazolines were stable and were isolated, and can be used as a substrate of oxidation leading to the formation of 2-arylimidazoles.
  • 38
    • 33846801408 scopus 로고    scopus 로고
    • note
    • As for the role of activated carbon in oxidative aromatization, we found that surface area of micropore is one of the important factors. The details will be published in a separate full paper.
  • 39
    • 33846803338 scopus 로고    scopus 로고
    • note
    • We examined oxidation of a variety of imidazolines having alkyl groups at the 2-position such as methyl, n-pentyl, dihydrocinnamyl, cyclohexyl; however, all of them gave only low yield of the corresponding imidazole. Only 2-tert-butyl imidazoline was oxidized to the corresponding imidazole in 62% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.