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Volumn 34, Issue 4, 2004, Pages 599-605

Magnesium-Catalyzed Proficient Reduction of Oximes to Amines Using Ammonium Formate

Author keywords

Amines; Ammonium formate; Hydrogenation; Magnesium powder; Oximes

Indexed keywords

ALDOXIME; AMINE; AMMONIUM FORMATE; FUNCTIONAL GROUP; HALOGEN; KETOXIME; MAGNESIUM; OXIME; UNCLASSIFIED DRUG;

EID: 1542530948     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120027707     Document Type: Article
Times cited : (21)

References (27)
  • 1
    • 37049093456 scopus 로고
    • Synthesis and some reactions of 3,4,5,6-tetrahydro-3,6-diemthyl-2,6-methano-3-benzazocin-1(2H-one2, 5-dimethyl-8-oxo-67-benzomorphan)
    • Carr, D.; Iddon, B.; Suschitzky, H. Synthesis and some reactions of 3,4,5,6-tetrahydro-3,6-diemthyl-2,6-methano-3-benzazocin-1(2H-one2, 5-dimethyl-8-oxo-67-benzomorphan). J. Chem. Soc. Perkin Trans. 1. 1980, 2374-2379.
    • (1980) J. Chem. Soc. Perkin Trans. 1 , pp. 2374-2379
    • Carr, D.1    Iddon, B.2    Suschitzky, H.3
  • 2
    • 37049078573 scopus 로고
    • Preparation of 4′-amino hexopyranose nucleosides an approach to amino nucleoside antibiotics
    • Herscovici, J.; Egron, M.J.; Antonakis, K. Preparation of 4′-amino hexopyranose nucleosides an approach to amino nucleoside antibiotics. J. Chem. Soc. Perkin Trans. 1. 1988, 1219-1226.
    • (1988) J. Chem. Soc. Perkin Trans. 1 , pp. 1219-1226
    • Herscovici, J.1    Egron, M.J.2    Antonakis, K.3
  • 3
    • 0001803662 scopus 로고
    • Reduction of C=N to CHNH by metal hydrides
    • Trost, B.M., Fleming, I., Eds.; Pergamon Press: Oxford
    • Hutchins, R.O.; Hutchins, M.K. Reduction of C=N to CHNH by metal hydrides. In Comprehensive Organic Synthesis; Trost, B.M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 8; 60-70.
    • (1991) Comprehensive Organic Synthesis , vol.8 , pp. 60-70
    • Hutchins, R.O.1    Hutchins, M.K.2
  • 5
    • 0001145989 scopus 로고
    • Synthesis d'aziridines secondaires cis disubstituees
    • Diab, Y.; Laurent, A.; Mison, P. Synthesis d'aziridines secondaires cis disubstituees. Tetrahedron Lett. 1974, 17, 1605-1607.
    • (1974) Tetrahedron Lett. , vol.17 , pp. 1605-1607
    • Diab, Y.1    Laurent, A.2    Mison, P.3
  • 6
    • 0022000715 scopus 로고
    • Actinobolin via the anomeric effect
    • Rahman, M.A.; Fraser-Reid, B. Actinobolin via the anomeric effect. J. Am. Chem. Soc. 1985, 107, 5576-5578.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 5576-5578
    • Rahman, M.A.1    Fraser-Reid, B.2
  • 8
    • 33745689616 scopus 로고
    • First synthesis of the phosphono analogue of N-acetyl-α -D-mannosamine 1-phosphate
    • Cipolla, L.; Lay, L.; Nicotra, F.; Panza, L.; Russo, G. First synthesis of the phosphono analogue of N-acetyl-α-D-mannosamine 1-phosphate. J. Chem. Soc. Chem. Commun. 1995, 1993-1994.
    • (1995) J. Chem. Soc. Chem. Commun. , pp. 1993-1994
    • Cipolla, L.1    Lay, L.2    Nicotra, F.3    Panza, L.4    Russo, G.5
  • 10
    • 0002621176 scopus 로고
    • Electrolytic reduction of organic compounds
    • Popp, F.D.; Schultz, H.P. Electrolytic reduction of organic compounds. Chem. Rev. 1962, 62, 19-40.
    • (1962) Chem. Rev. , vol.62 , pp. 19-40
    • Popp, F.D.1    Schultz, H.P.2
  • 11
    • 0030070673 scopus 로고    scopus 로고
    • A convenient synthesis of β,γ-unsaturated ketones through zinc-mediated allylation of acid chlorides
    • Ranu, B.C.; Majee, A.; Das, A.R. A convenient synthesis of β,γ-unsaturated ketones through zinc-mediated allylation of acid chlorides. Tetrahedron Lett. 1996, 37 (7), 1109-1112.
    • (1996) Tetrahedron Lett. , vol.37 , Issue.7 , pp. 1109-1112
    • Ranu, B.C.1    Majee, A.2    Das, A.R.3
  • 12
    • 0032542198 scopus 로고    scopus 로고
    • Indium promoted reductive homocoupling of alkyl and aryl halides
    • Ranu, B.C.; Dutta, P.; Sarkar, A. Indium promoted reductive homocoupling of alkyl and aryl halides. Tetrahedron Lett. 1998, 39 (57), 9557-9558.
    • (1998) Tetrahedron Lett. , vol.39 , Issue.57 , pp. 9557-9558
    • Ranu, B.C.1    Dutta, P.2    Sarkar, A.3
  • 13
    • 37049078348 scopus 로고
    • Tin promoted stereocontrolled intramolecular allylation of carbonyl compounds: A facile and stereoselective method for ring construction
    • Zhou, J.Y.; Chen, Z.G.; Wu, S.H. Tin promoted stereocontrolled intramolecular allylation of carbonyl compounds: a facile and stereoselective method for ring construction. J. Chem. Soc. Chem. Commun. 1994, 24, 2783-2784.
    • (1994) J. Chem. Soc. Chem. Commun. , vol.24 , pp. 2783-2784
    • Zhou, J.Y.1    Chen, Z.G.2    Wu, S.H.3
  • 14
    • 0003592858 scopus 로고
    • Dissolving metal reductions and related reactions
    • Bartlett, P.D., Curtin, D., Johnson, W.S., Roberts, J.D., Woodward, R.B., Eds.; Benzamin, Inc.: USA
    • House, H.O. Dissolving metal reductions and related reactions. In Modern Synthetic Reactions; Bartlett, P.D., Curtin, D., Johnson, W.S., Roberts, J.D., Woodward, R.B., Eds.; Benzamin, Inc.: USA, 1972; 145-227.
    • (1972) Modern Synthetic Reactions , pp. 145-227
    • House, H.O.1
  • 15
    • 0007194746 scopus 로고
    • A fecile one-step synthesis of 5-silaspiro [4,4]nona-2,7-diene
    • Salomon, R.G. A fecile one-step synthesis of 5-silaspiro [4,4]nona-2,7-diene. J. Org. Chem. 1974, 39 (24), 3602.
    • (1974) J. Org. Chem. , vol.39 , Issue.24 , pp. 3602
    • Salomon, R.G.1
  • 16
    • 0029589350 scopus 로고
    • Ammonium sulphate-magnesium promoted selective reduction of aromatic nitro compounds
    • Prajapathi, D.; Borah, H.N.; Sandhu, J.S.; Ghosh, A.C. Ammonium sulphate-magnesium promoted selective reduction of aromatic nitro compounds. Synth. Commun. 1995, 25 (24), 4025-4028.
    • (1995) Synth. Commun. , vol.25 , Issue.24 , pp. 4025-4028
    • Prajapathi, D.1    Borah, H.N.2    Sandhu, J.S.3    Ghosh, A.C.4
  • 17
    • 84987123520 scopus 로고
    • The barbier reaction-α one-step alternative for syntheses via organomagnesium compounds
    • Blomberg, C.; Hartog, F.A. The barbier reaction-α one-step alternative for syntheses via organomagnesium compounds. Synthesis 1977, 1, 18-30.
    • (1977) Synthesis , vol.1 , pp. 18-30
    • Blomberg, C.1    Hartog, F.A.2
  • 18
    • 0010214909 scopus 로고
    • Grignard reactions of polyhalocarbons. In situ grignard reactions of carbon tetrahalides with organochlorosilanes
    • Merker, R.L.; Scott, M.J. Grignard reactions of polyhalocarbons. In situ grignard reactions of carbon tetrahalides with organochlorosilanes. J. Org. Chem. 1964, 29 (4), 953-955.
    • (1964) J. Org. Chem. , vol.29 , Issue.4 , pp. 953-955
    • Merker, R.L.1    Scott, M.J.2
  • 19
    • 33845378909 scopus 로고
    • Heterogeneous catalytic transfer hydrogenation and its relation to other methods for reduction of organic compounds
    • Johnstone, R.A.W.; Wilby, A.H.; Entwistle, I.D. Heterogeneous catalytic transfer hydrogenation and its relation to other methods for reduction of organic compounds. Chem. Rev. 1985, 85, 129-170.
    • (1985) Chem. Rev. , vol.85 , pp. 129-170
    • Johnstone, R.A.W.1    Wilby, A.H.2    Entwistle, I.D.3
  • 20
    • 85004724143 scopus 로고
    • Ammonium formate in organic synthesis: A versatile agent in catalytic transfer hydrogenation
    • Ram, S.; Ehrenkaufer, R.E. Ammonium formate in organic synthesis: a versatile agent in catalytic transfer hydrogenation. Synthesis 1988, 1, 91-97.
    • (1988) Synthesis , vol.1 , pp. 91-97
    • Ram, S.1    Ehrenkaufer, R.E.2
  • 21
    • 0037060979 scopus 로고    scopus 로고
    • Application of hydrazinium monoformate as new hydrogen donor with raney nickel; a facile reduction of nitro and nitrile moieties
    • Gowda, S.; Gowda, D.C. Application of hydrazinium monoformate as new hydrogen donor with raney nickel; a facile reduction of nitro and nitrile moieties. Tetrahedron 2002, 58 (11), 2211-2213.
    • (2002) Tetrahedron , vol.58 , Issue.11 , pp. 2211-2213
    • Gowda, S.1    Gowda, D.C.2
  • 22
    • 0033913015 scopus 로고    scopus 로고
    • Nickel-catalyzed formic acid reductions, a selective method for the reduction of nitro compounds
    • Gowda, D.C.; Gowda, A.S.P.; Baba, A.R.; Gowda, S. Nickel-catalyzed formic acid reductions, a selective method for the reduction of nitro compounds. Synth. Commun. 2000, 30 (16), 2885-2889.
    • (2000) Synth. Commun. , vol.30 , Issue.16 , pp. 2885-2889
    • Gowda, D.C.1    Gowda, A.S.P.2    Baba, A.R.3    Gowda, S.4
  • 23
    • 2542505762 scopus 로고    scopus 로고
    • Palladium catalyzed transfer hydrogenation of azo compounds and oximes using ammonium formate
    • Jnaneshwara, G.K.; Sudalai, A.; Deshpande, V.H. Palladium catalyzed transfer hydrogenation of azo compounds and oximes using ammonium formate. J. Chem. Res. (S). 1998, 3, 160-161.
    • (1998) J. Chem. Res. (S) , vol.3 , pp. 160-161
    • Jnaneshwara, G.K.1    Sudalai, A.2    Deshpande, V.H.3
  • 24
    • 0009374205 scopus 로고
    • Catalytic transfer hydrogenation
    • Brieger, G.; Nestrick, T.J. Catalytic transfer hydrogenation. Chem. Rev. 1974, 74, 567-580.
    • (1974) Chem. Rev. , vol.74 , pp. 567-580
    • Brieger, G.1    Nestrick, T.J.2
  • 25
    • 0037033217 scopus 로고    scopus 로고
    • Magnesium/hydrazinium monoformate: A new hydrogenation method for the removal of some commonly used protecting groups in peptide synthesis
    • Gowda, D.C. Magnesium/hydrazinium monoformate: a new hydrogenation method for the removal of some commonly used protecting groups in peptide synthesis. Tetrahedron Lett. 2002, 43, 311-313.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 311-313
    • Gowda, D.C.1
  • 26
    • 0008555903 scopus 로고    scopus 로고
    • Revised by Furniss, B.S., Hannaford, A.J., Smith, P.W.G., Tatchell, A.R., Eds.; Addison Wesley Longman Limited: UK
    • Vogel, A.I. Text Book of Practical Organic Chemistry, 5th Ed.; Revised by Furniss, B.S., Hannaford, A.J., Smith, P.W.G., Tatchell, A.R., Eds.; Addison Wesley Longman Limited: UK, 1997; 1298.
    • (1997) Text Book of Practical Organic Chemistry, 5th Ed. , pp. 1298
    • Vogel, A.I.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.