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Volumn 64, Issue 1, 2008, Pages 103-109

Synthesis of poly-substituted benzenes starting from Baylis-Hillman adducts: DBU-assisted unusual dehydrogenation

Author keywords

Baylis Hillman adducts; DBU; Dehydrogenation; Poly substituted benzenes

Indexed keywords

BENZENE DERIVATIVE; CYCLOHEXENE DERIVATIVE;

EID: 36348936251     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.10.068     Document Type: Article
Times cited : (18)

References (44)
  • 1
    • 36348991582 scopus 로고    scopus 로고
    • For the synthesis of various aromatic and hetero-aromatic compounds from the Baylis-Hillman adducts, see:
  • 18
    • 36348942539 scopus 로고    scopus 로고
    • For dehydrogenations with Pd/C system, see:
  • 23
    • 36348982908 scopus 로고    scopus 로고
    • For dehydrogenations with DDQ, see:
  • 29
    • 36349029868 scopus 로고    scopus 로고
    • note
    • The reaction of benzonitrile and DBU (3.0 equiv) in DMF produced 15-20% of benzamide (130-140 °C, 16 h). The reaction of 3a under the same conditions gave 25-30% of 5a (6 h).
  • 30
    • 36349017375 scopus 로고    scopus 로고
    • note
    • Starting material 2a was prepared in 62% yield from 1a by using the method in Scheme 2, or in 64% yield by following the sequence in Scheme 3 more easily.
  • 31
    • 36349012620 scopus 로고    scopus 로고
    • Some interesting base-promoted oxidations or base-induced disproportionations were reported, see:
  • 40
    • 36348962616 scopus 로고    scopus 로고
    • For the hydrolysis with DBU, please see:
  • 44
    • 36348965540 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.