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Volumn 37, Issue 15, 2007, Pages 2543-2548

Ferric perchlorate - Catalyzed one-pot synthesis of α-aminonitriles using trimethylsilylcyanide

Author keywords

aminonitriles; Aldehydes; Amines; Ferric perchlorate; Trimethylsilyl cyanide

Indexed keywords

2 (N ANILINO) 2 (4 CHLOROPHENYL)ACETONITRILE; 2 (N FURFURYLAMINO) 2 PHENYLACETONITRILE; CYANIDE; NITRILE; PERCHLORATE; UNCLASSIFIED DRUG;

EID: 34547873928     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910701462732     Document Type: Article
Times cited : (12)

References (34)
  • 4
    • 84918022463 scopus 로고
    • General catalyst for the asymmetric Strecker reaction
    • (a) Strecker, A. General catalyst for the asymmetric Strecker reaction. Ann. Chem. Pharm. 1850, 75, 27;
    • (1850) Ann. Chem. Pharm , vol.75 , pp. 27
    • Strecker, A.1
  • 5
    • 0021167197 scopus 로고
    • Facile synthesis of aminonitriles
    • (b) Mai, K.; Patil, G. Facile synthesis of aminonitriles. Tetrahedron Lett. 1984, 25, 4583;
    • (1984) Tetrahedron Lett , vol.25 , pp. 4583
    • Mai, K.1    Patil, G.2
  • 6
    • 0000408498 scopus 로고
    • Diethyl phosphorocyanidated (DEPC): A novel reagent for the classical Strecker's α-amino nitrile synthesis
    • (c) Harusawa, S.; Hamada, Y.; Shioiri, T. Diethyl phosphorocyanidated (DEPC): A novel reagent for the classical Strecker's α-amino nitrile synthesis. Tetrahedron Lett. 1979, 20, 4663.
    • (1979) Tetrahedron Lett , vol.20 , pp. 4663
    • Harusawa, S.1    Hamada, Y.2    Shioiri, T.3
  • 7
    • 0021167197 scopus 로고
    • Facile synthesis of aminonitriles
    • (a) Mai, K.; Patil, G. Facile synthesis of aminonitriles. Tetrahedron Lett. 1984, 25, 4583;
    • (1984) Tetrahedron Lett , vol.25 , pp. 4583
    • Mai, K.1    Patil, G.2
  • 8
    • 0000408498 scopus 로고
    • Diethyl phosphorocyanidated (DEPC): A novel reagent for the classical Strecker's a-amino nitrile synthesis
    • (b) Harusawa, S.; Hamada, Y.; Shioiri, T. Diethyl phosphorocyanidated (DEPC): A novel reagent for the classical Strecker's a-amino nitrile synthesis. Tetrahedron Lett. 1979, 20, 4663.
    • (1979) Tetrahedron Lett , vol.20 , pp. 4663
    • Harusawa, S.1    Hamada, Y.2    Shioiri, T.3
  • 9
    • 0026317432 scopus 로고
    • Diastereoselective Strecker synthesis using α-phenylglycinol as chiral auxiliary
    • (a) Chakraborty, T. K.; Reddy, G. V.; Hussain, K. A. Diastereoselective Strecker synthesis using α-phenylglycinol as chiral auxiliary. Tetrahedron Lett. 1991, 32, 7597;
    • (1991) Tetrahedron Lett , vol.32 , pp. 7597
    • Chakraborty, T.K.1    Reddy, G.V.2    Hussain, K.A.3
  • 10
    • 0026803118 scopus 로고
    • Synthesis of α-aminonitriles by self-catalyzed, stoichiometric reaction of primary amines, aldehydes, and trimethylsily cyanide
    • (b) Leblanc, J.; Gibson, H. W. Synthesis of α-aminonitriles by self-catalyzed, stoichiometric reaction of primary amines, aldehydes, and trimethylsily cyanide. Tetrahedron Lett. 1992, 33, 6295;
    • (1992) Tetrahedron Lett , vol.33 , pp. 6295
    • Leblanc, J.1    Gibson, H.W.2
  • 11
    • 0032492926 scopus 로고    scopus 로고
    • Lithium perchlorate/ diethylether-catalyzed aminocyanation of aldehydes
    • (c) Heydari, A.; Fatemi, P.; Alizadeh, A. Lithium perchlorate/ diethylether-catalyzed aminocyanation of aldehydes. Tetrahedron Lett. 1998, 39, 3049.
    • (1998) Tetrahedron Lett , vol.39 , pp. 3049
    • Heydari, A.1    Fatemi, P.2    Alizadeh, A.3
  • 12
    • 0002794514 scopus 로고    scopus 로고
    • Facile synthesis of α-amino nitriles using lanthanide triflate as a Lewis acid catalyst
    • (a) Kobayashi, S.; Ishitani, H.; Ueno, M. Facile synthesis of α-amino nitriles using lanthanide triflate as a Lewis acid catalyst. Synlett 1997, 115;
    • (1997) Synlett , pp. 115
    • Kobayashi, S.1    Ishitani, H.2    Ueno, M.3
  • 13
    • 0000122774 scopus 로고    scopus 로고
    • Scandium triflate-catalyzed Strecker-type reactions of aldehydes, amines, and tributyltin cyanide in both organic and aqueous solutions: Achievement of complete recovery of the tin compounds toward environmentally friendly chemical
    • (b) Kobayashi, S.; Busujima, T.; Nagayama, S. Scandium triflate-catalyzed Strecker-type reactions of aldehydes, amines, and tributyltin cyanide in both organic and aqueous solutions: Achievement of complete recovery of the tin compounds toward environmentally friendly chemical. J. Chem. Soc., Chem. Commun. 1998, 981;
    • (1998) J. Chem. Soc., Chem. Commun , pp. 981
    • Kobayashi, S.1    Busujima, T.2    Nagayama, S.3
  • 14
    • 0842311253 scopus 로고    scopus 로고
    • Montmorillonite KSF clay catalyzed one-pot synthesis of α-aminonitriles
    • (c) Subba Reddy, B. V.; Eeshwaraiah, B.; Srinivas, M. Montmorillonite KSF clay catalyzed one-pot synthesis of α-aminonitriles. Tetrahedron 2004, 60, 1767-1771;
    • (2004) Tetrahedron , vol.60 , pp. 1767-1771
    • Subba Reddy, B.V.1    Eeshwaraiah, B.2    Srinivas, M.3
  • 15
    • 4444356723 scopus 로고    scopus 로고
    • Bismuth trichloride catalyzed synthesis of α-aminonitriles
    • (d) De, S. K.; Gibbs, R. A. Bismuth trichloride catalyzed synthesis of α-aminonitriles. Tetrahedron Lett. 2004, 45, 7407-7408;
    • (2004) Tetrahedron Lett , vol.45 , pp. 7407-7408
    • De, S.K.1    Gibbs, R.A.2
  • 16
    • 9944256223 scopus 로고    scopus 로고
    • (II) chloride catalyzed one-pot synthesis of α-aminonitriles
    • (e) De, S. K. Nickel(II) chloride catalyzed one-pot synthesis of α-aminonitriles. J. Mol. Cata. A: Chem. 2005, 225, 169-171;
    • (2005) J. Mol. Cata. A: Chem , vol.225 , pp. 169-171
    • De, S.K.N.1
  • 17
    • 0037170892 scopus 로고    scopus 로고
    • Indium trichloride catalyzed one-step synthesis of α-amino nitriles by a three-component condensation of carbonyl compounds, amines and potassium cyanide
    • (f) Ranu, B. C.; Dey, S. S.; Hajra, A. Indium trichloride catalyzed one-step synthesis of α-amino nitriles by a three-component condensation of carbonyl compounds, amines and potassium cyanide. Tetrahedron 2002, 58, 2529-2532;
    • (2002) Tetrahedron , vol.58 , pp. 2529-2532
    • Ranu, B.C.1    Dey, S.S.2    Hajra, A.3
  • 18
    • 27644482318 scopus 로고    scopus 로고
    • Catalyst-free multi-component Strecker reaction in acetonitrile
    • (g) Martínez, R.; Ramó, D. J.; Yus, M. Catalyst-free multi-component Strecker reaction in acetonitrile. Tetrahedron Lett. 2005, 46, 8471-8474.
    • (2005) Tetrahedron Lett , vol.46 , pp. 8471-8474
    • Martínez, R.1    Ramó, D.J.2    Yus, M.3
  • 19
    • 15244361996 scopus 로고    scopus 로고
    • Mild and efficient tetrahydropyranylation of alcohols and dehydropyranylation of THP ethers catalyzed by ferric perchlorate
    • (a) Heravi, M. M.; Behbahani, F. K.; Oskooie, H. A.; Hekmatshoar, R. Mild and efficient tetrahydropyranylation of alcohols and dehydropyranylation of THP ethers catalyzed by ferric perchlorate. Tetrahedron Lett. 2005, 46, 2543-2545;
    • (2005) Tetrahedron Lett , vol.46 , pp. 2543-2545
    • Heravi, M.M.1    Behbahani, F.K.2    Oskooie, H.A.3    Hekmatshoar, R.4
  • 20
    • 15944377738 scopus 로고    scopus 로고
    • Catalytic aromatization of Hantzsch 1,4-dihydropyridines by ferric perchlorate in acetic acid
    • (b) Heravi, M. M.; Behbahani, F. K.; Oskooie, H. A.; Hekmatshoar, R. Catalytic aromatization of Hantzsch 1,4-dihydropyridines by ferric perchlorate in acetic acid. Tetrahedron Lett. 2005, 46, 2775-2777;
    • (2005) Tetrahedron Lett , vol.46 , pp. 2775-2777
    • Heravi, M.M.1    Behbahani, F.K.2    Oskooie, H.A.3    Hekmatshoar, R.4
  • 21
    • 31044433463 scopus 로고    scopus 로고
    • Ferric perchlorate: A novel and highly efficient catalyst for direct acetylation of THP ethers with acetic acid
    • (c) Heravi, M. M.; Behbahani, F. K.; Oskooie, H. A.; Hekmatshoar, R. Ferric perchlorate: A novel and highly efficient catalyst for direct acetylation of THP ethers with acetic acid. J. Mol. Cat. A: Chem. 2006, 244, 8-10;
    • (2006) J. Mol. Cat. A: Chem , vol.244 , pp. 8-10
    • Heravi, M.M.1    Behbahani, F.K.2    Oskooie, H.A.3    Hekmatshoar, R.4
  • 22
    • 33244463561 scopus 로고    scopus 로고
    • Catalytic acetylation of alcohols and phenols with ferric perchlorate in acetic acid
    • (d) Heravi, M. M.; Behbahani, F. K.; HekmatShoar, R.; Oskooie, H. A. Catalytic acetylation of alcohols and phenols with ferric perchlorate in acetic acid. Catal. Commun. 2006, 7, 136-139;
    • (2006) Catal. Commun , vol.7 , pp. 136-139
    • Heravi, M.M.1    Behbahani, F.K.2    HekmatShoar, R.3    Oskooie, H.A.4
  • 23
    • 34547877529 scopus 로고    scopus 로고
    • Ferric perchlorate catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- Ones and thiones: An expedient protocol for the Biginelli reaction
    • Submitted
    • (e) Heravi, M. M.; Behbahani, F. K.; Oskooie, H. A.; Hekmatshoar, R. Ferric perchlorate catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- Ones and thiones: An expedient protocol for the Biginelli reaction. Mendeleev Commun. Submitted.
    • Mendeleev Commun
    • Heravi, M.M.1    Behbahani, F.K.2    Oskooie, H.A.3    Hekmatshoar, R.4
  • 24
    • 33344466759 scopus 로고    scopus 로고
    • 14-: A green, efficient and reusable catalyst for esterification of salicylic acid with aliphatic and benzylic alcohols
    • 14-: A green, efficient and reusable catalyst for esterification of salicylic acid with aliphatic and benzylic alcohols. Appl. Cata. 2006, 302, 42;
    • (2006) Appl. Cata , vol.302 , pp. 42
    • Bamoharram, F.F.1    Heravi, M.M.2    Roshani, M.3    Gharib, A.4    Jahangir, M.5
  • 25
    • 14844333260 scopus 로고    scopus 로고
    • Heravi, M. M.; Hekmatshoar, R.; Pedram, L. Synthesis of N-arylphthalimides catalyzed by 1,4-diazabicyclo[2,2,2]octane [DABCO] in solventless system. J. Mol. Catal. A: Chem. 2005, 231, 89;
    • (b) Heravi, M. M.; Hekmatshoar, R.; Pedram, L. Synthesis of N-arylphthalimides catalyzed by 1,4-diazabicyclo[2,2,2]octane [DABCO] in solventless system. J. Mol. Catal. A: Chem. 2005, 231, 89;
  • 26
    • 9744227364 scopus 로고    scopus 로고
    • Bismuth (III) nitrate supported onto silica gel, a new catalyst for acetylation of alcohols and phenols under microwave irradiation
    • (c) Asadolah, K.; Heravi, M. M. Bismuth (III) nitrate supported onto silica gel, a new catalyst for acetylation of alcohols and phenols under microwave irradiation. Phosphorus, Sulfur Silicon Relat. Elem. 2004, 179, 2335-2339;
    • (2004) Phosphorus, Sulfur Silicon Relat. Elem , vol.179 , pp. 2335-2339
    • Asadolah, K.1    Heravi, M.M.2
  • 27
    • 0033491392 scopus 로고    scopus 로고
    • Sulphuric acid adsorbed on silica gel: An efficient catalyst for the protection and deprotection of alcohols with dihydropyran
    • (d) Bigdeli, M. M.; Nahid, M. A.; Ajami, D. Sulphuric acid adsorbed on silica gel: An efficient catalyst for the protection and deprotection of alcohols with dihydropyran. Indian. J. Chem. Sect. 1999, 38, 1285-1286;
    • (1999) Indian. J. Chem. Sect , vol.38 , pp. 1285-1286
    • Bigdeli, M.M.1    Nahid, M.A.2    Ajami, D.3
  • 28
    • 33646475135 scopus 로고    scopus 로고
    • 12-Molybdophosphoric acid: A recyclable catalyst for the synthesis of Biginelli-type 3,4-dihydropyrimidine-2(1H)-ones
    • (e) Heravi, M. M.; Bakhtiari, K.; Bamoharram, F. F. 12-Molybdophosphoric acid: A recyclable catalyst for the synthesis of Biginelli-type 3,4-dihydropyrimidine-2(1H)-ones. Catal. Commun. 2006, 7, 373;
    • (2006) Catal. Commun , vol.7 , pp. 373
    • Heravi, M.M.1    Bakhtiari, K.2    Bamoharram, F.F.3
  • 31
    • 21844436019 scopus 로고    scopus 로고
    • Natural HEU type zeolite catalyzed Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H) one derivatives
    • (h) Tajbakhsh, M.; Heravi, M. M.; Mohajerani, B.; Ahmadi, A. N. Natural HEU type zeolite catalyzed Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H) one derivatives. J. Mol. Catal. A: Chem. 2005, 236, 213;
    • (2005) J. Mol. Catal. A: Chem , vol.236 , pp. 213
    • Tajbakhsh, M.1    Heravi, M.M.2    Mohajerani, B.3    Ahmadi, A.N.4
  • 34
    • 0842311253 scopus 로고    scopus 로고
    • Montmorillonite KSF clay catalyzed one-pot synthesis of α-aminonitriles
    • Yadav, J. S.; Subba Reddy, B. V.; Eeshwaraiah, B.; Srinivas, M. Montmorillonite KSF clay catalyzed one-pot synthesis of α-aminonitriles. Tetrahedron 2004, 60, 1767-1771.
    • (2004) Tetrahedron , vol.60 , pp. 1767-1771
    • Yadav, J.S.1    Subba Reddy, B.V.2    Eeshwaraiah, B.3    Srinivas, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.