메뉴 건너뛰기




Volumn 44, Issue 12, 2003, Pages 2537-2539

A facile synthesis of 4- and 6-chloromethyl-1H-indole-2-carboxylates: Replacement of a sulfonic acid functionality by chlorine

Author keywords

4 (chloromethyl)indoles; 6 (chloromethyl)indoles; Desulfination; Fischer synthesis

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; CHLORINE; METHYL GROUP; SULFONIC ACID DERIVATIVE;

EID: 0037450930     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00327-7     Document Type: Article
Times cited : (14)

References (22)
  • 11
    • 85031228422 scopus 로고    scopus 로고
    • note
    • 2O) at 0°C while stirring. After 10 min at 0°C the organic phase was separated and evaporated to dryness to give 7a (88%, mp: 82-83°C) or 7b (95%, mp: 92-93°C).
  • 12
    • 85031227542 scopus 로고    scopus 로고
    • note
    • 3) for 7a and 7b: 7a: δ 1.40 (3H, t, J=7 Hz), 1.98 (2H, m), 2.24 (6H, s), 2.45 (2H, m), 3.36 (2H, m), 3.65 (3H, s), 3.68 (2H, s), 4.39 (2H, q, J=7 Hz), 6.96 (1H, d, J=8 Hz), 7.21 (1H, t, J=8 Hz), 7.26 (1H, d, J=8 Hz), 8.78 (1H, s). 7b: δ 1.41 (3H, t, J=7 Hz), 2.01 (2H, m), 2.30 (6H, s), 2.36 (2H, m), 3.14 (2H, m), 3.57 (2H, s), 3.63 (3H, s), 4.39 (2H, q, J=7 Hz), 7.09 (1H, d, J=8.3 Hz), 7.35 (1H, s), 7.61 (1H, d, J=8.3 Hz), 8.83 (1H, s).
  • 13
    • 85031218094 scopus 로고    scopus 로고
    • 13C NMR and IR spectroscopy. Compounds 3-7 were also identified by FAB-MS
    • 13C NMR and IR spectroscopy. Compounds 3-7 were also identified by FAB-MS.
  • 19
    • 0002567680 scopus 로고    scopus 로고
    • Cordell, G. A., Ed. Nitrogen-containing metabolites from marine cyanobacteria. Academic press: San Diego
    • Gerwick, W. H.; Tan, L. T.; Sitachitta, N. In The Alkaloids; Cordell, G. A., Ed. Nitrogen-containing metabolites from marine cyanobacteria. Academic press: San Diego, 2001; p. 136.
    • (2001) The Alkaloids , pp. 136
    • Gerwick, W.H.1    Tan, L.T.2    Sitachitta, N.3
  • 20
    • 85031228374 scopus 로고    scopus 로고
    • 2O) to afford (3-aminophenyl)methanesulfonic acid in 82% yield
    • 2O) to afford (3-aminophenyl)methanesulfonic acid in 82% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.