메뉴 건너뛰기




Volumn 76, Issue 11, 2011, Pages 4606-4610

Aerobic oxidative transformation of primary azides to nitriles by ruthenium hydroxide catalyst

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL HALIDES; BENZONITRILES; BENZYLIC; HIGH YIELD; ONE-POT SYNTHESIS; OXIDATIVE TRANSFORMATIONS; SEQUENTIAL REACTION; SYNTHESIS OF AMIDE;

EID: 79957870776     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo2004956     Document Type: Article
Times cited : (63)

References (53)
  • 37
    • 79957815256 scopus 로고    scopus 로고
    • Transformations of 1a in non- and low-polar solvents such as toluene, acetonitrile, and 1,4-dioxane efficiently proceeded to give 2a in high yields. On the other hand, transformations in highly polar solvents such as dimethyl sulfoxide and N, N -dimethylformamide gave moderate yields of 2a (Table S2)
    • Transformations of 1a in non- and low-polar solvents such as toluene, acetonitrile, and 1,4-dioxane efficiently proceeded to give 2a in high yields. On the other hand, transformations in highly polar solvents such as dimethyl sulfoxide and N, N -dimethylformamide gave moderate yields of 2a (Table S2).
  • 41
    • 79957844180 scopus 로고    scopus 로고
    • When the transformation of 1a in water was carried out in 1 atm of air, 5a was obtained in 65% yield with the formation of a large amount of 4a (30%) likely due to hydrolytic decomposition of the imide intermediate (Scheme S1). The formation of 4a could be suppressed by increasing the pressure of air. For example, 5a was obtained in 87% yield with the formation of 4a (9%) in 3 atm of air (Scheme 4)
    • When the transformation of 1a in water was carried out in 1 atm of air, 5a was obtained in 65% yield with the formation of a large amount of 4a (30%) likely due to hydrolytic decomposition of the imide intermediate (Scheme S1). The formation of 4a could be suppressed by increasing the pressure of air. For example, 5a was obtained in 87% yield with the formation of 4a (9%) in 3 atm of air (Scheme 4).
  • 42
    • 79957807287 scopus 로고    scopus 로고
    • 3 (4 mol%), the hydration of 2a (1 mmol) in water (3 mL) at 140 °C (bath temperature) efficiently proceeded to afford 5a in 99% yield for 6 h
    • 3 (4 mol%), the hydration of 2a (1 mmol) in water (3 mL) at 140 °C (bath temperature) efficiently proceeded to afford 5a in 99% yield for 6 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.