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Volumn , Issue 5, 2009, Pages 0818-0822

Solid-state synthesis of β-enamino ketones from solid 1,3-dicarbonyl compounds and ammonium salts or amines

Author keywords

1,3 dicarbonyl compounds; Enamination; Mechanochemistry; Solid state

Indexed keywords


EID: 62449183887     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0028-1087914     Document Type: Article
Times cited : (28)

References (73)
  • 54
    • 0033771259 scopus 로고    scopus 로고
    • Stefani, H. A.; Costa, I. M.; de O. Silva, D. Synthesis 2000, 1526.
    • Stefani, H. A.; Costa, I. M.; de O. Silva, D. Synthesis 2000, 1526.
  • 59
    • 62449114289 scopus 로고    scopus 로고
    • General Procedure for the Preparation of b-Enamino Ketones A mixture of the solid 1,3-dicarbonyl compound (5 mmol, amine (or ammonium, 5 mmol, and KHSO4/SiO2 (0.136 g, weight ratio 1:1) was ground in a mortar at r.t. for the appropriate time. After completion of the reaction as indicated by TLC, the reaction mixture was extracted with CH 2Cl2 (2 x 10 mL, The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to give a product with high purity. The solid product could be further purified by recrystallization in PE (Table 2, entries 1-15) or in EtOH (Table 3, entries 1-12, 3-Amino-1-phenylbut-2-en-1-one (2a) Mp 138-140°C; lit. 33a 144-145°C. 1H NMR (500 MHz, CDCl3, δ, 2.06 (s, 3 H, 5.21 (br, 1 H, NH, 5.74 (s, 1 H, 7.39-7.45 (m, 3 H, 7.87-7.89 (m, 2 H, 10.22 (br, 1 H, NH, 13C NMR 125 MHz, CDCl 3
    • 3): δ = 21.18, 97.54, 122.26, 125.22,
  • 70
    • 62449318687 scopus 로고
    • Chem. Abstr. 1995, 124, 145843.
    • (1995) Chem. Abstr , vol.124 , pp. 145843


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.