메뉴 건너뛰기




Volumn 45, Issue 43, 2004, Pages 8087-8090

6-Substituted-5H-pyrrolo[2,3-b]pyrazines via palladium-catalyzed heteroannulation from N-(3-chloropyrazin-2-yl)-methanesulfonamide and alkynes

Author keywords

6 Substituted 5H pyrrolo 2,3 b pyrazine; Cyclization; Heteroannulation; Palladium

Indexed keywords

ALKYNE DERIVATIVE; PALLADIUM; PYRAZINE DERIVATIVE; SULFONAMIDE;

EID: 4644255046     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.08.155     Document Type: Article
Times cited : (31)

References (59)
  • 5
    • 0003979828 scopus 로고    scopus 로고
    • Academic San Diego, CA
    • R.J. Sundberg Indoles 1996 Academic San Diego, CA
    • (1996) Indoles
    • Sundberg, R.J.1
  • 18
  • 30
  • 37
    • 4644296597 scopus 로고    scopus 로고
    • The material was obtained in good yield by reacting the commercially available 2,3-dichloropyrazine with ammonium hydroxide
    • The material was obtained in good yield by reacting the commercially available 2,3-dichloropyrazine with ammonium hydroxide
  • 51
    • 4644259904 scopus 로고    scopus 로고
    • note
    • Compound 7 was obtained in 66% yield from the reaction of 2,3-dichloropyrazine with methanesulfonamide in DMSO at 115°C. Attempts to make the acetamide or carbamate derivatives failed
  • 52
    • 4644344265 scopus 로고    scopus 로고
    • The analogous N-Ts material also worked in this reaction; however the yields were generally lower and there was a significant amount of uncyclized material present
    • The analogous N-Ts material also worked in this reaction; however the yields were generally lower and there was a significant amount of uncyclized material present
  • 58
    • 4644256083 scopus 로고    scopus 로고
    • note
    • 3) δ ppm: 12.5 (s, 1H), 8.36 (d, 1H, J = 2.5 Hz), 8.21 (d, 1H, J = 2.6 Hz), 8.02 (d, 2H, J = 7.2 Hz), 7.51 (t, 2H, J = 7.1 Hz), 7.42 (t, 1H, J = 7.2 Hz), 7.15 (d, 1H, J = 1.8 Hz)
  • 59
    • 4644289855 scopus 로고    scopus 로고
    • note
    • The alkylnitrile (entry 3) gave a mixture of cyclized desulfonylated and cyclized sulfonylated material with the major product being the cyclized desulfonylated compound


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.