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Volumn 140, Issue 12, 2009, Pages 1489-1494

Preparation of an improved sulfonated carbon-based solid acid as a novel, efficient, and reusable catalyst for chemoselective synthesis of 2-oxazolines and bis-oxazolines

Author keywords

Highly sulfonated carbon; Nitrile; Oxazoline; Ultrasonic irradiation

Indexed keywords


EID: 72349091777     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-009-0213-8     Document Type: Article
Times cited : (29)

References (41)
  • 1
    • 33750434876 scopus 로고    scopus 로고
    • Copper(I)-catalyzed diastereoselective formation of oxazolines and N-sulfonyl-2-imidazolines
    • DOI 10.1016/j.tetlet.2006.10.040, PII S0040403906020326
    • D Benito-Garagorri V Bocokic K Kirchner 2006 Tetrahedron Lett 47 8641 10.1016/j.tetlet.2006.10.040 1:CAS:528:DC%2BD28XhtFyqsbzO (Pubitemid 44648227)
    • (2006) Tetrahedron Letters , vol.47 , Issue.49 , pp. 8641-8644
    • Benito-Garagorri, D.1    Bocokic, V.2    Kirchner, K.3
  • 2
    • 0000314051 scopus 로고
    • 10.1021/cr00038a013 1:CAS:528:DyaK2MXnvFegs70%3D
    • P Wipf 1995 Chem Rev 95 2115 10.1021/cr00038a013 1:CAS:528: DyaK2MXnvFegs70%3D
    • (1995) Chem Rev , vol.95 , pp. 2115
    • Wipf, P.1
  • 3
    • 0342738155 scopus 로고
    • 10.1016/S0040-4020(01)96401-4 1:CAS:528:DyaL2MXksFeqtLg%3D
    • M Reuman AI Meyers 1985 Tetrahedron 41 837 10.1016/S0040-4020(01)96401-4 1:CAS:528:DyaL2MXksFeqtLg%3D
    • (1985) Tetrahedron , vol.41 , pp. 837
    • Reuman, M.1    Meyers, A.I.2
  • 4
    • 0030823864 scopus 로고    scopus 로고
    • Oxidative cleavage of aryl oxazolines using Methyl(trifluoromethyI) dioxirane generated in situ
    • DOI 10.1016/S0040-4039(97)01654-7, PII S0040403997016547
    • D Yang YC Yip XC Wang 1997 Tetrahedron Lett 38 7083 10.1016/S0040- 4039(97)01654-7 1:CAS:528:DyaK2sXms1Wjur8%3D (Pubitemid 27402195)
    • (1997) Tetrahedron Letters , vol.38 , Issue.40 , pp. 7083-7086
    • Yang, D.1    Yip, Y.-C.2    Wang, X.-C.3
  • 9
    • 0032536002 scopus 로고    scopus 로고
    • 2-symmetric chiral bis(oxazoline)-metal complexes in catalytic asymmetric synthesis
    • DOI 10.1016/S0957-4166(97)00593-4, PII S0957416697005934
    • AK Ghosh P Mathivanan J Cappiello 1998 Tetrahedron Asymmetry 9 1 10.1016/S0957-4166(97)00593-4 1:CAS:528:DyaK1cXhtlejsrY%3D (Pubitemid 28096372)
    • (1998) Tetrahedron Asymmetry , vol.9 , Issue.1 , pp. 1-45
    • Ghosh, A.K.1    Mathivanan, P.2    Cappiello, J.3
  • 10
    • 4444297935 scopus 로고    scopus 로고
    • Heterogeneous asymmetric nitro-Mannich reaction using a bis(oxazoline) ligand grafted on mesoporous silica
    • DOI 10.1016/j.tetasy.2004.07.024, PII S0957416604005312
    • A Lee W Kim J Lee T Hyeon BM Kim 2004 Tetrahedron Asymmetry 15 2595 10.1016/j.tetasy.2004.07.024 1:CAS:528:DC%2BD2cXnt12rsr0%3D (Pubitemid 39194647)
    • (2004) Tetrahedron Asymmetry , vol.15 , Issue.17 , pp. 2595-2598
    • Lee, A.1    Kim, W.2    Lee, J.3    Hyeon, T.4    Kim, B.M.5
  • 11
    • 0037182221 scopus 로고    scopus 로고
    • A simple synthesis of 2-substituted oxazolines and oxazines
    • DOI 10.1016/S0040-4039(02)00723-2, PII S0040403902007232
    • A Cwik Z Hell A Hegedüs Z Finta Z Horvath 2002 Tetrahedron Lett 43 3985 10.1016/S0040-4039(02)00723-2 1:CAS:528:DC%2BD38Xjsl2itLk%3D (Pubitemid 34603210)
    • (2002) Tetrahedron Letters , vol.43 , Issue.22 , pp. 3985-3987
    • Cwik, A.1    Hell, Z.2    Hegedus, A.3    Finta, Z.4    Horvath, Z.5
  • 12
    • 0030770085 scopus 로고    scopus 로고
    • The direct synthesis of 2-Oxazolines from carboxylic esters using lanthanide chloride as catalyst
    • DOI 10.1016/S0040-4039(97)01641-9, PII S0040403997016419
    • P Zhou JE Blubaum CT Burns NR Natale 1997 Tetrahedron Lett 38 7019 10.1016/S0040-4039(97)01641-9 1:CAS:528:DyaK2sXms1Wjt7s%3D (Pubitemid 27402179)
    • (1997) Tetrahedron Letters , vol.38 , Issue.40 , pp. 7019-7020
    • Zhou, P.1    Blubaum, J.E.2    Burns, C.T.3    Natale, N.R.4
  • 13
    • 0029867364 scopus 로고    scopus 로고
    • 10.1080/00397919608003493 1:CAS:528:DyaK28XhvFylt7o%3D
    • DS Clarke R Wood 1996 Synth Commun 26 1335 10.1080/00397919608003493 1:CAS:528:DyaK28XhvFylt7o%3D
    • (1996) Synth Commun , vol.26 , pp. 1335
    • Clarke, D.S.1    Wood, R.2
  • 16
    • 0029916844 scopus 로고    scopus 로고
    • One-step conversion of aldehydes to oxazolines and 5,6-dihydro-4H-1,3- oxazines using 1,2- and 1,3-azido alcohols
    • DOI 10.1021/jo9521256
    • JG Badiang J Aube 1996 J Org Chem 61 2484 10.1021/jo9521256 1:CAS:528:DyaK28Xhs1CgtrY%3D (Pubitemid 26135574)
    • (1996) Journal of Organic Chemistry , vol.61 , Issue.7 , pp. 2484-2487
    • Badiang, J.G.1    Aube, J.2
  • 17
    • 0026452321 scopus 로고
    • 10.1016/S0040-4039(00)61781-1 1:CAS:528:DyaK3sXhtVWrt7o%3D
    • EJ Corey K Ishihara 1992 Tetrahedron Lett 33 6807 10.1016/S0040-4039(00) 61781-1 1:CAS:528:DyaK3sXhtVWrt7o%3D
    • (1992) Tetrahedron Lett , vol.33 , pp. 6807
    • Corey, E.J.1    Ishihara, K.2
  • 18
    • 0035905048 scopus 로고    scopus 로고
    • Direct asymmetric synthesis of oxazolines from olefins using a chiral nitridomanganese complex: A novel three-component coupling leading to chiral oxazolines
    • DOI 10.1016/S0040-4039(01)01963-3, PII S0040403901019633
    • S Minakata M Nishimura T Takahashi Y Oderaotoshi M Komatsu 2001 Tetrahedron Lett 42 9019 10.1016/S0040-4039(01)01963-3 1:CAS:528: DC%2BD3MXoslyrurs%3D (Pubitemid 33145158)
    • (2001) Tetrahedron Letters , vol.42 , Issue.51 , pp. 9019-9022
    • Minakata, S.1    Nishimura, M.2    Takahashi, T.3    Oderaotoshi, Y.4    Komatsu, M.5
  • 21
    • 0347715449 scopus 로고
    • 10.1002/jhet.5570200557 1:CAS:528:DyaL2cXit1Kisg%3D%3D
    • GS Poindexter 1983 J Heterocycl Chem 20 1431 10.1002/jhet.5570200557 1:CAS:528:DyaL2cXit1Kisg%3D%3D
    • (1983) J Heterocycl Chem , vol.20 , pp. 1431
    • Poindexter, G.S.1
  • 22
    • 0007404031 scopus 로고
    • 10.1021/jo00143a029 1:CAS:528:DyaL38Xls1artbo%3D
    • LN Pridgen 1982 J Org Chem 47 4319 10.1021/jo00143a029 1:CAS:528:DyaL38Xls1artbo%3D
    • (1982) J Org Chem , vol.47 , pp. 4319
    • Pridgen, L.N.1
  • 23
    • 0034323513 scopus 로고    scopus 로고
    • 10.1021/cc000047g 1:CAS:528:DC%2BD3cXms1OlsL0%3D
    • MC Pirrung LN Tumey 2000 J Comb Chem 2 675 10.1021/cc000047g 1:CAS:528:DC%2BD3cXms1OlsL0%3D
    • (2000) J Comb Chem , vol.2 , pp. 675
    • Pirrung, M.C.1    Tumey, L.N.2
  • 24
    • 0000691918 scopus 로고
    • 10.1021/jo00423a011 1:CAS:528:DyaE2sXovFKrtQ%3D%3D
    • B George EP Papadopoulos 1977 J Org Chem 42 441 10.1021/jo00423a011 1:CAS:528:DyaE2sXovFKrtQ%3D%3D
    • (1977) J Org Chem , vol.42 , pp. 441
    • George, B.1    Papadopoulos, E.P.2
  • 25
    • 0037430649 scopus 로고    scopus 로고
    • Direct synthesis of 2-oxazolines from carboxylic acids using 2-chloro-4,6-dimethoxy-1,3,5-triazine under mild conditions
    • DOI 10.1016/S0040-4039(03)00251-X
    • BP Bandgar SS Pandit 2003 Tetrahedron Lett 44 2331 10.1016/S0040-4039(03) 00251-X 1:CAS:528:DC%2BD3sXhsVynur4%3D (Pubitemid 36255497)
    • (2003) Tetrahedron Letters , vol.44 , Issue.11 , pp. 2331-2333
    • Bandgar, B.P.1    Pandit, S.S.2
  • 27
    • 27844512639 scopus 로고
    • 10.1016/S0040-4039(00)81903-6 1:CAS:528:DyaL3sXlt1agt7s%3D
    • T Kumagai Y Kawamura T Mukai 1983 Tetrahedron Lett 24 2279 10.1016/S0040-4039(00)81903-6 1:CAS:528:DyaL3sXlt1agt7s%3D
    • (1983) Tetrahedron Lett , vol.24 , pp. 2279
    • Kumagai, T.1    Kawamura, Y.2    Mukai, T.3
  • 28
    • 0041765652 scopus 로고    scopus 로고
    • 10.1023/A:1024644425392 1:CAS:528:DC%2BD3sXltF2mu7w%3D
    • L Chen 2003 J Mater Sci Lett 22 953 10.1023/A:1024644425392 1:CAS:528:DC%2BD3sXltF2mu7w%3D
    • (2003) J Mater Sci Lett , vol.22 , pp. 953
    • Chen, L.1
  • 29
    • 23144442582 scopus 로고    scopus 로고
    • Production of pure nanotube fibers using a modified wet-spinning method
    • DOI 10.1016/j.carbon.2005.03.047, PII S0008622305002125
    • F Peng L Zhang H Wang P Lv H Yu 2005 Carbon 43 2397 10.1016/j.carbon. 2005.03.047 (Pubitemid 41084800)
    • (2005) Carbon , vol.43 , Issue.11 , pp. 2397-2400
    • Steinmetz, J.1    Glerup, M.2    Paillet, M.3    Bernier, P.4    Holzinger, M.5
  • 32
    • 0036736355 scopus 로고    scopus 로고
    • 10.1021/ar010065m 1:CAS:528:DC%2BD38XksFOrtLs%3D
    • PT Anastas MM Kirchhoff 2002 Acc Chem Res 35 686 10.1021/ar010065m 1:CAS:528:DC%2BD38XksFOrtLs%3D
    • (2002) Acc Chem Res , vol.35 , pp. 686
    • Anastas, P.T.1    Kirchhoff, M.M.2
  • 33
    • 0036736778 scopus 로고    scopus 로고
    • 10.1021/ar010072a
    • JH Clark 2002 Acc Chem Res 35 79 10.1021/ar010072a
    • (2002) Acc Chem Res , vol.35 , pp. 79
    • Clark, J.H.1
  • 34
    • 0036811256 scopus 로고    scopus 로고
    • Water-tolerant solid acid catalysts
    • DOI 10.1021/cr0103569
    • T Okuhara 2002 Chem Rev 102 3641 10.1021/cr0103569 1:CAS:528: DC%2BD38XmslGnsLw%3D (Pubitemid 35350662)
    • (2002) Chemical Reviews , vol.102 , Issue.10 , pp. 3641-3666
    • Okuhara, T.1
  • 37
    • 33745890581 scopus 로고    scopus 로고
    • Esterification of higher fatty acids by a novel strong solid acid
    • DOI 10.1016/j.cattod.2006.01.037, PII S0920586106002070
    • A Takagaki M Toda M Okamura JN Kondo S Hayashi K Domen M Hara 2006 Catal Today 116 157 10.1016/j.cattod.2006.01.037 1:CAS:528:DC%2BD28Xnt1Gkuro%3D (Pubitemid 44051855)
    • (2006) Catalysis Today , vol.116 , Issue.2 SPEC. ISS. , pp. 157-161
    • Takagaki, A.1    Toda, M.2    Okamura, M.3    Kondo, J.N.4    Hayashi, S.5    Domen, K.6    Hara, M.7
  • 40
    • 33344472677 scopus 로고    scopus 로고
    • Rapid and efficient synthesis of 2-imidazolines and bis-imidazolines under ultrasonic irradiation
    • DOI 10.1016/j.tetlet.2006.01.127, PII S004040390600205X
    • V Mirkhani M Moghadam S Tangestaninejad H Kargar 2006 Tetrahedron Lett 47 2129 10.1016/j.tetlet.2006.01.127 1:CAS:528:DC%2BD28XhvVyrsLg%3D (Pubitemid 43287867)
    • (2006) Tetrahedron Letters , vol.47 , Issue.13 , pp. 2129-2132
    • Mirkhani, V.1    Moghadam, M.2    Tangestaninejad, S.3    Kargar, H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.