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Volumn 33, Issue 10, 2004, Pages 1308-1309

Solvent-free imino-aldol three-component couplings on a conveniently-prepared and reusable phosphoric acid-silica gel support

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALICYCLIC AMINE; ALIPHATIC AMINE; AROMATIC AMINE; HETEROCYCLIC AMINE; IMINE; PHOSPHORIC ACID; SILICA GEL; SOLVENT;

EID: 11844276625     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2004.1308     Document Type: Article
Times cited : (9)

References (22)
  • 1
    • 0000405865 scopus 로고
    • ed. by B. M. Trost, Pergamon, Oxford
    • E. F. Kleinman in "Comprehensive Organic Synthesis," ed. by B. M. Trost, Pergamon, Oxford (1991), Vol. 2, p 733.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 733
    • Kleinman, E.F.1
  • 18
    • 11844249230 scopus 로고    scopus 로고
    • note
    • Reactions using silica gels of various pore and mesh sizes revealed that reducing the mesh size reduced the product yield, whereas changing the pore size had comparatively little effect.
  • 20
    • 11844292687 scopus 로고    scopus 로고
    • note
    • In a reaction performed at -5°C, deliberate addition of water (1 mmol) to the prepared support, before adding the organic reagents, afforded only 40% of 4a. When no water was added, but the pre-formed imine, N-benzylidineaniline was used, coupling with 3a gave 4a in 84% yield.
  • 21
    • 11844285580 scopus 로고    scopus 로고
    • Tokyo, March, Abstr., No. 2G9-09
    • Presented at the 81st Annual Meeting of the Chemical Society of Japan, Tokyo, March 2002, Abstr., No. 2G9-09. Silica gel is an established dehydrating reagent but its effect, in the present study, is unknown.
    • (2002) 81st Annual Meeting of the Chemical Society of Japan
  • 22
    • 11844269136 scopus 로고    scopus 로고
    • note
    • 3), filtered through a plug of cotton wool and, after evaporation of solvent, the organic residue was purified by TLC (n-hexane:ethyl acetate = 7:1 as an eluenl) to give 2,2-dimethyl-3-phenylamino-3-p-tolylpropionic acid methyl ester (255 mg, 90%) as a yellow solid.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.