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Volumn 7, Issue 11, 2005, Pages 2117-2120

Synthesis of allenamides by copper-catalyzed coupling of allenyl halides with amides, carbamates, and ureas

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; CARBAMIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; COPPER; DIAMINE; INORGANIC SALT; UREA DERIVATIVE;

EID: 20444449293     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol050395x     Document Type: Article
Times cited : (88)

References (46)
  • 36
    • 20444492990 scopus 로고    scopus 로고
    • note
    • 4 (146 mg, 0.689 mmol). After the flask was flushed with nitrogen three times, 1.5 mL of toluene was added, followed by ligand 1 (8.1 μL, 7.4 mg, 52 μmol) and then 1-iodo-3-methylbuta-1,2-diene (70 μL, 114 mg, 0.587 mmol). The flask was covered with aluminum foil and heated to 85°C for 7 h. The reaction was cooled and added to 10 mL of water and then extracted with ethyl acetate (3 x 5 mL), washed with brine, dried over magnesium sulfate, and concentrated under vacuum. The residue was purified by column chromatography on silica gel (eluted with 95% ether, 5% triethylamine) to afford the allenamide (51 mg, 97%) as an oil.
  • 40
    • 20444446115 scopus 로고    scopus 로고
    • note
    • To mitigate isomerization to 1,3-dienes, column chromatography on all products was performed with 5% triethylamine in the eluting phase.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.