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Volumn 4, Issue 7, 2002, Pages 1201-1204

Preparation of Substituted Piperazinones via Tandem Reductive Amination-(N,N′-Acyl Transfer)-Cyclization

Author keywords

[No Author keywords available]

Indexed keywords

PIPERAZINE DERIVATIVE;

EID: 0037018465     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025644l     Document Type: Article
Times cited : (38)

References (25)
  • 8
    • 0042904115 scopus 로고    scopus 로고
    • note
    • In each example studied, rapid accumulation of 7 was followed by gradual formation of piperazinone 6, as assessed by LC/MS analysis. None of 8 was observed.
  • 9
  • 12
    • 0042904114 scopus 로고    scopus 로고
    • note
    • 4), filtered, and concentrated in vacuo. Purification by flash chromatography (0 to 50% EtOAc in DCM) provided piperazinone 6e as a colorless oil (153 mg, 86% yield). For full characterization of compounds described herein, see Supporting Information.
  • 13
    • 0041400932 scopus 로고    scopus 로고
    • note
    • Both the methanesulfonamide and toluenesulfonamide versions of amide 4 were prepared and subjected to the reaction conditions. After 120 h at 80°C, the only detectable product (LC/MS analysis) was the corresponding reductive amination product.
  • 16
    • 0041901923 scopus 로고    scopus 로고
    • note
    • 2 = Me) to give 12, followed by cyclization. Dehydration of 11 presumably relieves severe syn-pentane-like interactions (cf. Figure 1). matrix presented
  • 18
    • 0042403279 scopus 로고    scopus 로고
    • note
    • (a) Molecular modelling: conformations were generated using metric matrix distance geometry algorithm JG (S. Kearsley, Merck & Co., Inc., unpublished). Structures were subjected to energy minimization within the Macromodel program (ref 11b) using MMFF force field.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.