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Volumn 41, Issue 8, 2011, Pages 1102-1111

Green and practical synthesis of carbamates from ureas and organic carbonates

Author keywords

Atom economy; carbamates; carbonates; clean synthesis; lanthana; urea derivatives

Indexed keywords

BUTYL BENZYLCARBAMATE; BUTYL CYCLOHEXYLCARBAMATE; BUTYL PHENYLCARBAMATE; CARBAMIC ACID DERIVATIVE; CARBANILIC ACID METHYL ESTER; CARBONIC ACID DERIVATIVE; CARBONIC ACID DIETHYL ESTER; DIBUTYL CARBONATE; ETHYL 4 TOSYLCARBAMATE; ETHYL CYCLOHEXYLCARBAMATE; LANTHANUM OXIDE; METHYL 4 CHLOROPHENYLCARBAMATE; METHYL 4 TOLYLCARBAMATE; METHYL 4 TOSYLCARBAMATE; METHYL BENZYLCARBAMATE; METHYL BUTYLCARBAMATE; METHYL CYCLOHEXYLCARBAMATE; METHYL DODECYLCARBAMATE; METHYL HEPTYLCARBAMATE; SILICON DIOXIDE; UNCLASSIFIED DRUG; UREA DERIVATIVE;

EID: 79952919636     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911003707055     Document Type: Article
Times cited : (18)

References (26)
  • 1
    • 0032473927 scopus 로고    scopus 로고
    • Solid phase synthesis of oxazolidinones via a novel cyclisation=cleavage reaction
    • Buchstaller, H. P. Solid phase synthesis of oxazolidinones via a novel cyclisation=cleavage reaction. Tetrahedron 1998, 54, 3465-3470; (a)
    • (1998) Tetrahedron , vol.54 , pp. 3465-3470
    • Buchstaller, H.P.1
  • 2
    • 0141773543 scopus 로고    scopus 로고
    • Chiral recognition of tartaric acid derivatives with chromenone- benzoxazole receptors and a spirobifluorene spacer
    • Holte, P.; Thijs, L.; Zwanenburg, B. Chiral recognition of tartaric acid derivatives with chromenone-benzoxazole receptors and a spirobifluorene spacer. Tetrahedron Lett. 1998, 39, 7404-7410; (b)
    • (1998) Tetrahedron Lett. , vol.39 , pp. 7404-7410
    • Holte, P.1    Thijs, L.2    Zwanenburg, B.3
  • 4
    • 0035169586 scopus 로고    scopus 로고
    • Three-dimensional quantitative structure - Activity relationship (3D-QSAR) of 3-aryloxazolidin-2-one antibacterials
    • DOI 10.1016/S0968-0896(01)00186-9, PII S0968089601001869
    • Karki, R. G.; Kulkarni, V. M. Three-dimensional quantitative structure-activity relationship (3D-QSAR) of 3-aryloxazolidin-2-one antibacterials. Bioorg. Med. Chem. 2001, 9, 3153-3160; (d) (Pubitemid 33065615)
    • (2001) Bioorganic and Medicinal Chemistry , vol.9 , Issue.12 , pp. 3153-3160
    • Karki, R.G.1    Kulkarni, V.M.2
  • 5
    • 0037170828 scopus 로고    scopus 로고
    • Synthesis and antibacterial activity of linezolid analogues
    • DOI 10.1016/S0960-894X(02)00043-4, PII S0960894X02000434
    • Yu, D.; Huiyuan, G. Synthesis and antibacterial activity of linezolid analogues. Bioorg. Med. Chem. Lett. 2002, 12, 857-859. (e) (Pubitemid 34214960)
    • (2002) Bioorganic and Medicinal Chemistry Letters , vol.12 , Issue.6 , pp. 857-859
    • Yu, D.1    Huiyuan, G.2
  • 6
    • 0000923901 scopus 로고
    • Palladium-mediated synthesis of urethanes from amines, carbon dioxide, and cyclic diolefins
    • McGhee, W. D.; Riley, D. P. Palladium-mediated synthesis of urethanes from amines, carbon dioxide, and cyclic diolefins. Organometallics 1992, 11, 900-907; (a)
    • (1992) Organometallics , vol.11 , pp. 900-907
    • McGhee, W.D.1    Riley, D.P.2
  • 7
    • 0001110955 scopus 로고
    • A simple, convenient, and efficient method for the synthesis of isocyanates from urethanes
    • Valli, V. L. K.; Alper, H. A simple, convenient, and efficient method for the synthesis of isocyanates from urethanes. J. Org. Chem. 1995, 60, 257-258. (b)
    • (1995) J. Org. Chem. , vol.60 , pp. 257-258
    • Valli, V.L.K.1    Alper, H.2
  • 8
    • 33751391068 scopus 로고
    • An improved method for the synthesis of enantiomerically pure amino acid ester isocyanates
    • Norwick, J. S.; Powell, N. A.; Nguyen, T. M.; Noronha, G. An improved method for the synthesis of enantiomerically pure amino acid ester isocyanates. J. Org. Chem. 1992, 57, 7364-7366; (a)
    • (1992) J. Org. Chem. , vol.57 , pp. 7364-7366
    • Norwick, J.S.1    Powell, N.A.2    Nguyen, T.M.3    Noronha, G.4
  • 9
    • 33751157494 scopus 로고
    • A safe and efficient method for preparation of N,N0-unsymmetrically disubstituted ureas utilizing triphosgene
    • Majer, P.; Randad, R. A safe and efficient method for preparation of N,N0-unsymmetrically disubstituted ureas utilizing triphosgene. J. Org. Chem. 1994, 59, 1937-1938. (b)
    • (1994) J. Org. Chem. , vol.59 , pp. 1937-1938
    • Majer, P.1    Randad, R.2
  • 10
    • 15744374900 scopus 로고    scopus 로고
    • Characteristics of methoxycarbonylation of aromatic diamine with dimethyl carbonate to dicarbamate using a zinc acetate catalyst
    • DOI 10.1039/b413334j
    • Baba, T.; Kobayashi, A.; Kawanami, Y.; Inazu, K.; Ishikawa, A.; Echizenn, T.; Murai, K.; Aso, S.; Inomata, M. Characteristics of methoxycarbonylation of aromatic diamine with dimethyl carbonate to dicarbamate using a zinc acetate catalyst. Green Chem. 2005, 7, 159-165; (a) (Pubitemid 40417306)
    • (2005) Green Chemistry , vol.7 , Issue.3 , pp. 159-165
    • Baba, T.1    Kobayashi, A.2    Kawanami, Y.3    Inazu, K.4    Ishikawa, A.5    Echizenn, T.6    Murai, K.7    Aso, S.8    Inomata, M.9
  • 11
    • 0037040487 scopus 로고    scopus 로고
    • Catalytic synthesis of N-alkyl carbamates by methoxycarbonylation of alkylamines with dimethyl carbonate using Pb(NO3) 2
    • Baba, T.; Fujiwara, M.; Oosaku, A.; Kobayashi, A.; Deleon, R. G.; Ono, Y. Catalytic synthesis of N-alkyl carbamates by methoxycarbonylation of alkylamines with dimethyl carbonate using Pb(NO3)2. Appl. Catal. A: Gen. 2002, 227, 1. (b)
    • (2002) Appl. Catal. A: Gen. , vol.227 , pp. 1
    • Baba, T.1    Fujiwara, M.2    Oosaku, A.3    Kobayashi, A.4    Deleon, R.G.5    Ono, Y.6
  • 12
    • 0035930766 scopus 로고    scopus 로고
    • Carbamate synthesis by solid-base catalyzed reaction of disubstituted ureas and carbonates
    • Gupte, S. P.; Shivarkar, A. B.; Chaudhari, R. V. Carbamate synthesis by solid-basecatalyzed reaction of disubstituted ureas and carbonates. Chem. Commun. 2001, 2620-2621; (a) (Pubitemid 34020326)
    • (2001) Chemical Communications , Issue.24 , pp. 2620-2621
    • Gupte, S.P.1    Shivarkar, A.B.2    Chaudhari, R.V.3
  • 13
    • 34249993173 scopus 로고    scopus 로고
    • A nonphosgene route for synthesis of methyl N-phenyl carbamate derived from CO2 under mild conditions
    • Gao, J.; Li, H.; Zhang, Y. F.; Zhang, Y. A nonphosgene route for synthesis of methyl N-phenyl carbamate derived from CO2 under mild conditions. Green Chem. 2007, 9, 572-576; (b)
    • (2007) Green Chem. , vol.9 , pp. 572-576
    • Gao, J.1    Li, H.2    Zhang, Y.F.3    Zhang, Y.4
  • 14
    • 7444251569 scopus 로고    scopus 로고
    • Carbamate synthesis via transfunctionalization of substituted ureas and carbonates
    • Shivarkar, A. B.; Gupte, S. P.; Chaudhari, R. V. Carbamate synthesis via transfunctionalization of substituted ureas and carbonates. J. Mol. Catal. A: Chem. 2004, 223, 85-92. (c)
    • (2004) J. Mol. Catal. A: Chem. , vol.223 , pp. 85-92
    • Shivarkar, A.B.1    Gupte, S.P.2    Chaudhari, R.V.3
  • 15
    • 0035824061 scopus 로고    scopus 로고
    • Halogen-free process for the conversion of carbon dioxide to urethanes by homogeneous catalysis
    • Abla, M.; Choi, J.; Sakakura, T. Halogen-free process for the conversion of carbon dioxide to urethanes by homogeneous catalysis. Chem. Commun. 2001, 2238-2239; (a) (Pubitemid 33052121)
    • (2001) Chemical Communications , Issue.21 , pp. 2238-2239
    • Abla, M.1    Choi, J.-C.2    Sakakura, T.3
  • 16
    • 0042267239 scopus 로고    scopus 로고
    • Alternatives to phosgene and carbon monoxide: Synthesis of symmetric urea derivatives with carbon dioxide in ionic liquids
    • DOI 10.1002/anie.200351098
    • Shi, F.; Deng, Y.; Sima, T.; Peng, J.; Gu, Y.; Qiao, B. Alternatives to phosgene and carbon monoxide: Synthesis of symmetric urea derivatives with carbon dioxide in ionic liquids. Angew. Chem. Int. Ed. 2003, 42, 3257-3260; (b) (Pubitemid 36917170)
    • (2003) Angewandte Chemie - International Edition , vol.42 , Issue.28 , pp. 3257-3260
    • Shi, F.1    Deng, Y.2    SiMa, T.3    Peng, J.4    Gu, Y.5    Qiao, B.6
  • 17
    • 0037525419 scopus 로고    scopus 로고
    • Synthesis of cyclic ureas and urethanes from alkylene diamines and amino alcohols with pressurized carbon dioxide in the absence of catalysts
    • Bhanage, B. M.; Fujita, S.; Ikushima, Y.; Arai, M. Synthesis of cyclic ureas and urethanes from alkylene diamines and amino alcohols with pressurized carbon dioxide in the absence of catalysts. Green Chem. 2003, 5, 340-342; (c)
    • (2003) Green Chem. , vol.5 , pp. 340-342
    • Bhanage, B.M.1    Fujita, S.2    Ikushima, Y.3    Arai, M.4
  • 18
    • 33846894476 scopus 로고    scopus 로고
    • Synthesis of symmetrical or asymmetrical urea compounds from CO2 via base catalysis
    • Ion, A.; Parvulescu, V.; Jacobs, P.; Vos, D. D. Synthesis of symmetrical or asymmetrical urea compounds from CO2 via base catalysis. Green Chem. 2007, 9, 158-161. (d)
    • (2007) Green Chem. , vol.9 , pp. 158-161
    • Ion, A.1    Parvulescu, V.2    Jacobs, P.3    Vos, D.D.4
  • 20
    • 0345724771 scopus 로고    scopus 로고
    • An environmentally benign process for aromatic polycarbonate synthesis by efficient oxidative carbonylation catalyzed by Pd-carbene complexes
    • DOI 10.1039/b304878k
    • Okuyama, K.; Sugiyama, J.; Nagahata, R.; Asai, M.; Ueda, M.; Takeuchi, K. An environmentally benign process for aromatic polycarbonate synthesis by efficient oxidative carbonylation catalyzed by Pd-carbene complexes. Green Chem. 2003, 5, 563-566; (b) (Pubitemid 37443718)
    • (2003) Green Chemistry , vol.5 , Issue.5 , pp. 563-566
    • Okuyama, K.-I.1    Sugiyama, J.-I.2    Nagahata, R.3    Asai, M.4    Ueda, M.5    Takeuchi, K.6
  • 21
    • 11844272681 scopus 로고    scopus 로고
    • Effect of crystal structure of copper species on the rate and selectivity in oxidative carbonylation of ethanol for diethyl carbonate synthesis
    • Zhang, Z.; Ma, X. B.; Zhang, J.; He, F.; Wang, S. P. Effect of crystal structure of copper species on the rate and selectivity in oxidative carbonylation of ethanol for diethyl carbonate synthesis. J. Mol. Catal. A: Chem. 2005, 227, 141-146. (c)
    • (2005) J. Mol. Catal. A: Chem. , vol.227 , pp. 141-146
    • Zhang, Z.1    Ma, X.B.2    Zhang, J.3    He, F.4    Wang, S.P.5
  • 22
    • 0035742652 scopus 로고    scopus 로고
    • A novel PdCl2=ZrO2- SO2- 4 catalyst for synthesis of carbamates by oxidative carbonylation of amines
    • Shi, F.; Deng, Y.; Sima, T.; Yang, H. A novel PdCl2=ZrO2- SO2- 4 catalyst for synthesis of carbamates by oxidative carbonylation of amines. J. Catal. 2001, 203, 525-528; (a)
    • (2001) J. Catal. , vol.203 , pp. 525-528
    • Shi, F.1    Deng, Y.2    Sima, T.3    Yang, H.4
  • 23
    • 15044347515 scopus 로고    scopus 로고
    • Silica gel confined ionic liquid + metal complexes for oxygen-free carbonylation of amines and nitrobenzene to ureas
    • DOI 10.1002/adsc.200404242
    • Shi, F.; Zhang, Q.; Gu, Y.; Deng, Y. Silica gel confined ionic liquid-metal complexes for oxygen-free carbonylation of amines and nitrobenzene to ureas. Adv. Synth. Catal. 2005, 347, 225-230. (b) (Pubitemid 40380368)
    • (2005) Advanced Synthesis and Catalysis , vol.347 , Issue.2-3 , pp. 225-230
    • Shi, F.1    Zhang, Q.2    Gu, Y.3    Deng, Y.4
  • 24
    • 33748622573 scopus 로고    scopus 로고
    • Selective mono-N-methylation of primary aromatic amines by dimethyl carbonate over faujasite X- and Y-type zeolites
    • Selva, M.; Bomben, A.; Tundo, P. Selective mono-N-methylation of primary aromatic amines by dimethyl carbonate over faujasite X- and Y-type zeolites. J. Chem. Soc., Perkin Trans. 1 1997, 1041-1045; (a) (Pubitemid 127781891)
    • (1997) Journal of the Chemical Society - Perkin Transactions 1 , Issue.7 , pp. 1041-1045
    • Selva, M.1    Bomben, A.2    Tundo, P.3
  • 25
    • 0141768469 scopus 로고    scopus 로고
    • Selective N-methylation of primary aliphatic amines with dimethyl carbonate in the presence of alkali cation exchanged Y-faujasites
    • DOI 10.1016/j.tetlet.2003.09.016
    • Selvam, M.; Tundo, P. Selective N-methylation of primary aliphatic amines with dimethyl carbonate in the presence of alkali cation exchanged Y-faujasites. Tetrahedron Lett. 2003, 44, 8139-8142; (b) (Pubitemid 37206452)
    • (2003) Tetrahedron Letters , vol.44 , Issue.44 , pp. 8139-8142
    • Selva, M.1    Tundo, P.2
  • 26
    • 0036738434 scopus 로고    scopus 로고
    • The chemistry of dimethyl carbonate
    • Tundo, P.; Selva, M. The chemistry of dimethyl carbonate. Acc. Chem. Res. 2002, 35, 706-716. (c)
    • (2002) Acc. Chem. Res. , vol.35 , pp. 706-716
    • Tundo, P.1    Selva, M.2


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