메뉴 건너뛰기




Volumn 45, Issue 17, 2004, Pages 3413-3416

Rate acceleration and diastereoselectivity in chelation-controlled indium-promoted Barbier allylation of pyridine-2- and quinoline-2-imines in aqueous solvents

Author keywords

Allylation; Aqueous solvent; Diastereoselective; Imines; Indium

Indexed keywords

ALDEHYDE DERIVATIVE; BROMINE DERIVATIVE; IMINE; INDIUM; PYRIDINE DERIVATIVE; QUINOLINE DERIVATIVE;

EID: 1842687911     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.03.022     Document Type: Article
Times cited : (28)

References (36)
  • 1
    • 0037571395 scopus 로고
    • For reviews see:
    • For reviews see: Cintas P. Synlett. 1995;1087-1096.
    • (1995) Synlett , pp. 1087-1096
    • Cintas, P.1
  • 2
    • 0029975056 scopus 로고    scopus 로고
    • Li C.J. Tetrahedron. 52:1996;5643-5668.
    • (1996) Tetrahedron , vol.52 , pp. 5643-5668
    • Li, C.J.1
  • 20
    • 1842729879 scopus 로고    scopus 로고
    • note
    • A typical experimental procedure: 2-pyridinecarboxaldehyde (2 mmol) and p-chloroaniline (2 mmol) were dissolved in THF (1 mL) and water (4 mL) was added with stirring. The reaction mixture was stirred at 30 ± 1°C for 2 h. During this period a yellow thick liquid separated out. Indium (2 mmol) and allyl bromide (3 mmol) were added and stirring was continued for 4 h. During this period indium metal was consumed. The stirring was continued for another 1 h. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate. The crude reaction mixture was chromatographed to isolate the products on silica gel column by using hexane-ethyl acetate mixtures as eluents.
  • 30
    • 1842780424 scopus 로고    scopus 로고
    • note
    • -3; MoKα=0.70930 Å; The structure solution is based on 3777 reflections, which converged to R=0.04. CCDC reference number 231880.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.