메뉴 건너뛰기




Volumn 59, Issue 1, 2003, Pages 257-264

Synthesis of quinolinealkyl-phosphine oxides and - Phosphonates from N-arylimines derived from phosphine oxides and phosphonates

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; ALKYL GROUP; CARBONYL DERIVATIVE; IMINE; N,N DIMETHYLFORMAMIDE; PHOSPHINE OXIDE DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; QUINOLINE DERIVATIVE;

EID: 0037229591     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-02-S29     Document Type: Article
Times cited : (2)

References (46)
  • 1
    • 0000708259 scopus 로고    scopus 로고
    • ed. by M. Sainsbury, Elsevier, Amsterdam
    • nd Edition)', ed. by M. Sainsbury, Elsevier, Amsterdam, 1998, 4 (Part F), pp. 129-161.
    • (1998) nd Edition) , vol.4 , Issue.PART F , pp. 129-161
    • Johnson, C.D.1
  • 34
    • 0012407093 scopus 로고    scopus 로고
    • note
    • 26NOP: C. 80.52, H. 5.86, N. 3.13. Found: C. 80.45, H. 5.80, N. 3.16.
  • 35
    • 0012406758 scopus 로고    scopus 로고
    • note
    • General Procedure for the preparation of quinoline (4a)from N-arylimine (1a). A solution of a mixture of diphenyl 3-p-tolyl-2-(p-tolylimino)propyldiphenylphosphine oxide (85%) and 2-(p-tolylamino)-3-p-tolyl-1-propenylphosphine oxide (15%) (2.19 g, 5 mmol) and 1.03 mL of DMF-DEA (6 mmol) in toluene (15 mL) was stirred under reflux until TLC indicated the disappearance of imine/enamine (48 h). The mixture was then concentrated under vacuum and the crude residue was purified by flash column chromatography eluting with AcOEt/hexanes (3: 1).
  • 37
    • 0012469191 scopus 로고    scopus 로고
    • note
    • 3 (15 mL) was stirred under reflux overnight. Solvent was evaporated under vacuum and diluted in toluene. DMF-DEA (1.03 mL, 6 mmol) was then added and the mixture was stirred under reflux until the completation of the reaction (2-3 d.). The mixture was then concentrated under vacuum and the crude residue was purified by flash column chromatography eluting with AcOEt/hexanes (3:1).
  • 39
    • 0012406759 scopus 로고    scopus 로고
    • note
    • General Procedure for the preparation of quinolines (4) from N-arylamines (2) and 2-oxoalkyl phosphonates (6). A solution of diethyl 2-oxo-3-phenylpropylphosphonate (6) (1.35 g, 5 mmol) and N-arylamine (2) (5 mmol) in toluene (15 mL) was stirred under reflux with a Dean-Stark. After 3 h. the reaction was cooled to rt and DMF-DEA (1.03 mL, 6 mmol) was then added. The mixture was stirred under reflux until the completation of the reaction (2-3 d). The mixture was then concentrated under vacuum and the crude residue was purified by flash column chromatography eluting with AcOEt/hexanes (2:1).
  • 46
    • 0012445157 scopus 로고    scopus 로고
    • note
    • 20NCl: C. 81.18, H. 5.45, N. 3.79. Found: C. 81.24, H. 5.41, N. 3.82.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.