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Volumn 47, Issue 6, 2006, Pages 969-972

Highly chemoselective reduction using a Rh/C-Fe(OAc)2 system: Practical synthesis of functionalized indoles

Author keywords

[No Author keywords available]

Indexed keywords

CARBAZOLE DERIVATIVE; DNA TOPOISOMERASE INHIBITOR; INDOLOCARBAZOLE GLYCOSIDE DNA TOPOISOMERASE INHIBITOR; RHODIUM; UNCLASSIFIED DRUG;

EID: 30344445698     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.145     Document Type: Article
Times cited : (31)

References (34)
  • 9
    • 0003979828 scopus 로고    scopus 로고
    • Academic Press San Diego, CA
    • R.J. Sundberg Indoles 1996 Academic Press San Diego, CA
    • (1996) Indoles
    • Sundberg, R.J.1
  • 23
    • 30344453496 scopus 로고    scopus 로고
    • note
    • Only debenzylated indole 6 was obtained under Pd catalyst conditions; indolines were obtained as major products under Pt catalyst conditions.
  • 26
    • 30344438666 scopus 로고    scopus 로고
    • note
    • After enamine 2 was hydrogenated with Pt-sulfide in THF at room temperature for 22 h, a 2:1 mixture of indole 4 and 6-benzyloxyindoline was obtained. The resulting mixture was stirred under air at room temperature for 9 days and the desired indole 4 was obtained in 76% yield.
  • 31
    • 30344488278 scopus 로고    scopus 로고
    • U.S. Patent 3,253,039, May 24, 1966.
    • Rylander, P. N.; Karpenko, I. U.S. Patent 3,253,039, May 24, 1966.
    • Rylander, P.N.1    Karpenko, I.2
  • 32
    • 30344438380 scopus 로고    scopus 로고
    • note
    • Lithium, magnesium, aluminium, zinc, copper, nickel, iron and cobalt salts were screened.
  • 33
    • 30344451228 scopus 로고    scopus 로고
    • note
    • 3 were found to provide the best results.
  • 34
    • 30344472835 scopus 로고    scopus 로고
    • note
    • 2. After stirring for 20 min, the mixture was filtered to remove the catalyst, which was washed with THF (50 mL). The combined mixture was extracted with toluene (50 mL) and the organic layer was washed with aqueous citric acid (10%, 50 g), aqueous sodium bicarbonate (5%, 50 g) and brine (20%, 50 g). The yield of the target indole 4 was determined by HPLC (3.30 assay g, 96% yield).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.