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Volumn 44, Issue 14, 2003, Pages 2903-2905

An improved method for direct conversion of heteroaryl-aldehydes to heteroaryl-acetonitriles

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE DERIVATIVE; ALDEHYDE DERIVATIVE; CYANOHYDRIN; DIETHYLCYANOPHOSPHONATE; LITHIUM; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037474662     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00427-1     Document Type: Article
Times cited : (9)

References (21)
  • 4
    • 37049098600 scopus 로고
    • For selected methods that have been applied to aliphatic/alicyclic aldehydes but either fail or proceed in low yield for aromatic aldehydes, or have not been applied to aryl aldehydes, see: (d) Jiricny, J.; Orere, D. M.; Reese, C. B. J. Chem. Soc., Perkin Trans. 1 1980, 1487-1492; (e) Nicolaou, K. C.; Vassilikogiannakis, G.; Kranich, R.; Baran, P. S.; Zhong, Y.-L.; Natarajan, S. Org. Lett. 2000, 2, 1895-1898; (f) Kloubert, S.; Mathé-Allainmat, M.; Andrieux, J.; Langlois, M. Synth. Commun. 2000, 30, 2873-2887; (g) Kamogawa, H.; Kanzawa, A.; Kadoya, M.; Naito, T.; Nanasawa, M. Bull. Chem. Soc. Jpn. 1983, 56, 762-765; (h) Yokoyama, M.; Ohteki, H.; Kurauchi, M.; Hoshi, K.; Yanagisawa, E.; Suzuki, A.; Imamoto, T. J. Chem. Soc., Perkin Trans. 1 1984, 2635-2640.
    • (1980) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 1487-1492
    • Jiricny, J.1    Orere, D.M.2    Reese, C.B.3
  • 5
    • 0000991541 scopus 로고    scopus 로고
    • For selected methods that have been applied to aliphatic/alicyclic aldehydes but either fail or proceed in low yield for aromatic aldehydes, or have not been applied to aryl aldehydes, see: (d) Jiricny, J.; Orere, D. M.; Reese, C. B. J. Chem. Soc., Perkin Trans. 1 1980, 1487-1492; (e) Nicolaou, K. C.; Vassilikogiannakis, G.; Kranich, R.; Baran, P. S.; Zhong, Y.-L.; Natarajan, S. Org. Lett. 2000, 2, 1895-1898; (f) Kloubert, S.; Mathé-Allainmat, M.; Andrieux, J.; Langlois, M. Synth. Commun. 2000, 30, 2873-2887; (g) Kamogawa, H.; Kanzawa, A.; Kadoya, M.; Naito, T.; Nanasawa, M. Bull. Chem. Soc. Jpn. 1983, 56, 762-765; (h) Yokoyama, M.; Ohteki, H.; Kurauchi, M.; Hoshi, K.; Yanagisawa, E.; Suzuki, A.; Imamoto, T. J. Chem. Soc., Perkin Trans. 1 1984, 2635-2640.
    • (2000) Org. Lett. , vol.2 , pp. 1895-1898
    • Nicolaou, K.C.1    Vassilikogiannakis, G.2    Kranich, R.3    Baran, P.S.4    Zhong, Y.-L.5    Natarajan, S.6
  • 6
    • 0343090462 scopus 로고    scopus 로고
    • For selected methods that have been applied to aliphatic/alicyclic aldehydes but either fail or proceed in low yield for aromatic aldehydes, or have not been applied to aryl aldehydes, see: (d) Jiricny, J.; Orere, D. M.; Reese, C. B. J. Chem. Soc., Perkin Trans. 1 1980, 1487-1492; (e) Nicolaou, K. C.; Vassilikogiannakis, G.; Kranich, R.; Baran, P. S.; Zhong, Y.-L.; Natarajan, S. Org. Lett. 2000, 2, 1895-1898; (f) Kloubert, S.; Mathé-Allainmat, M.; Andrieux, J.; Langlois, M. Synth. Commun. 2000, 30, 2873-2887; (g) Kamogawa, H.; Kanzawa, A.; Kadoya, M.; Naito, T.; Nanasawa, M. Bull. Chem. Soc. Jpn. 1983, 56, 762-765; (h) Yokoyama, M.; Ohteki, H.; Kurauchi, M.; Hoshi, K.; Yanagisawa, E.; Suzuki, A.; Imamoto, T. J. Chem. Soc., Perkin Trans. 1 1984, 2635-2640.
    • (2000) Synth. Commun. , vol.30 , pp. 2873-2887
    • Kloubert, S.1    Mathé-Allainmat, M.2    Andrieux, J.3    Langlois, M.4
  • 7
    • 0000932977 scopus 로고
    • For selected methods that have been applied to aliphatic/alicyclic aldehydes but either fail or proceed in low yield for aromatic aldehydes, or have not been applied to aryl aldehydes, see: (d) Jiricny, J.; Orere, D. M.; Reese, C. B. J. Chem. Soc., Perkin Trans. 1 1980, 1487-1492; (e) Nicolaou, K. C.; Vassilikogiannakis, G.; Kranich, R.; Baran, P. S.; Zhong, Y.-L.; Natarajan, S. Org. Lett. 2000, 2, 1895-1898; (f) Kloubert, S.; Mathé-Allainmat, M.; Andrieux, J.; Langlois, M. Synth. Commun. 2000, 30, 2873-2887; (g) Kamogawa, H.; Kanzawa, A.; Kadoya, M.; Naito, T.; Nanasawa, M. Bull. Chem. Soc. Jpn. 1983, 56, 762-765; (h) Yokoyama, M.; Ohteki, H.; Kurauchi, M.; Hoshi, K.; Yanagisawa, E.; Suzuki, A.; Imamoto, T. J. Chem. Soc., Perkin Trans. 1 1984, 2635-2640.
    • (1983) Bull. Chem. Soc. Jpn. , vol.56 , pp. 762-765
    • Kamogawa, H.1    Kanzawa, A.2    Kadoya, M.3    Naito, T.4    Nanasawa, M.5
  • 8
    • 37049112520 scopus 로고
    • For selected methods that have been applied to aliphatic/alicyclic aldehydes but either fail or proceed in low yield for aromatic aldehydes, or have not been applied to aryl aldehydes, see: (d) Jiricny, J.; Orere, D. M.; Reese, C. B. J. Chem. Soc., Perkin Trans. 1 1980, 1487-1492; (e) Nicolaou, K. C.; Vassilikogiannakis, G.; Kranich, R.; Baran, P. S.; Zhong, Y.-L.; Natarajan, S. Org. Lett. 2000, 2, 1895-1898; (f) Kloubert, S.; Mathé-Allainmat, M.; Andrieux, J.; Langlois, M. Synth. Commun. 2000, 30, 2873-2887; (g) Kamogawa, H.; Kanzawa, A.; Kadoya, M.; Naito, T.; Nanasawa, M. Bull. Chem. Soc. Jpn. 1983, 56, 762-765; (h) Yokoyama, M.; Ohteki, H.; Kurauchi, M.; Hoshi, K.; Yanagisawa, E.; Suzuki, A.; Imamoto, T. J. Chem. Soc., Perkin Trans. 1 1984, 2635-2640.
    • (1984) Chem. Soc., Perkin Trans. 1 , pp. 2635-2640
    • Yokoyama, M.1    Ohteki, H.2    Kurauchi, M.3    Hoshi, K.4    Yanagisawa, E.5    Suzuki, A.6    Imamoto, T.J.7
  • 19
    • 85031198494 scopus 로고    scopus 로고
    • 3a
    • 3a.
  • 20
    • 85031199149 scopus 로고    scopus 로고
    • 2 solutions or generating it in situ in order to limit the number of required operations to a minimum, thus adding to the overall simplicity of the process. A crude determination of the amount of reductant required is accomplished simply by visually following the color of the reactions.
    • 2 solutions or generating it in situ in order to limit the number of required operations to a minimum, thus adding to the overall simplicity of the process. A crude determination of the amount of reductant required is accomplished simply by visually following the color of the reactions.
  • 21
    • 85031205923 scopus 로고    scopus 로고
    • note
    • 2: C, 77.62; H, 5.92; N, 16.46. Found: C, 78.01; H, 5.97; N, 16.49.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.