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Volumn 9, Issue 23, 2007, Pages 4893-4896

A tandem cross-coupling/SNAr approach to functionalized carbazoles

Author keywords

[No Author keywords available]

Indexed keywords

ARGON; CARBAZOLE; CARBAZOLE DERIVATIVE; CROSS LINKING REAGENT; SULFUR; UNCLASSIFIED DRUG;

EID: 36348956240     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol702274y     Document Type: Article
Times cited : (67)

References (34)
  • 14
    • 0042532270 scopus 로고    scopus 로고
    • and references cited therein
    • (e) Knölker, H.-J.; Wolpert, M. Tetrahedron 2003, 59, 5317 and references cited therein.
    • (2003) Tetrahedron , vol.59 , pp. 5317
    • Knölker, H.-J.1    Wolpert, M.2
  • 27
    • 36348943034 scopus 로고    scopus 로고
    • Using these conditions, 3-bromoacetophenone underwent cross-coupling with boronic ester 1a in quantitative yield
    • Using these conditions, 3-bromoacetophenone underwent cross-coupling with boronic ester 1a in quantitative yield.
  • 28
    • 36348941152 scopus 로고    scopus 로고
    • A variety of conditions were employed including elevated temperatures (up to 200°C for 30 min) and stronger bases (such as NaOH).
    • A variety of conditions were employed including elevated temperatures (up to 200°C for 30 min) and stronger bases (such as NaOH).
  • 29
    • 36348945876 scopus 로고    scopus 로고
    • This process is also compatible with conventional heating. Carbazole 9a was formed in 99% yield when boronic ester 1a was exposed to 3-bromo-4-fluoroacetophenone at 90°C for 12 h
    • This process is also compatible with conventional heating. Carbazole 9a was formed in 99% yield when boronic ester 1a was exposed to 3-bromo-4-fluoroacetophenone at 90°C for 12 h.
  • 32
    • 36348967812 scopus 로고    scopus 로고
    • The methylsulfonyl group of 9a can also be removed, although it required more forcing conditions (KOH, MeOH, 70°C, 12 h).
    • The methylsulfonyl group of 9a can also be removed, although it required more forcing conditions (KOH, MeOH, 70°C, 12 h).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.