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Volumn 16, Issue 28, 2010, Pages 8419-8426

Efficient one-pot synthesis of N-Containing heterocycles by multicomponent coupling of silicon-tethered diynes, nitriles, and isocyanides through intramolecular cyclization of iminoacyl-Zr intermediates

Author keywords

Cyclization; Isocyanide ligands; Multicomponent reactions; Nitrogen heterocycles; Zirconium

Indexed keywords

AZAINDOLES; AZEPINES; HETEROCYCLES; INTRAMOLECULAR CYCLIZATIONS; ISOCYANIDE LIGANDS; ISOCYANIDES; MULTI-COMPONENT COUPLING; MULTI-COMPONENT REACTIONS; MULTICOMPONENT SYNTHESIS; NITROGEN HETEROCYCLES; ONE-POT SYNTHESIS; REACTION PROCESS; X RAY STRUCTURAL ANALYSIS; ZIRCONOCENES;

EID: 77954839211     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201000708     Document Type: Article
Times cited : (49)

References (127)
  • 1
    • 31544434530 scopus 로고    scopus 로고
    • For selected reviews of synthetic application of isocyanides, see: a) A. Dömling, Chem. Rev. 2006, 106, 17-89;
    • (2006) Chem. Rev. , vol.106 , pp. 17-89
    • Dömling, A.1
  • 5
    • 68049140888 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3168-3210;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3168-3210
  • 46
  • 51
    • 4143083716 scopus 로고    scopus 로고
    • For examples of one-carbon elongation by isocyanide insertion into the Zr-C bond to afford an alcohol, see: a to afford an imine, see
    • For examples of one-carbon elongation by isocyanide insertion into the Zr-C bond to afford an alcohol, see: a) J. L. Vasse, J. Szymoniak, Tetrahedron Lett. 2004, 45, 6449-6451; to afford an imine, see:
    • (2004) Tetrahedron Lett. , vol.45 , pp. 6449-6451
    • Vasse, J.L.1    Szymoniak, J.2
  • 59
    • 67749130966 scopus 로고    scopus 로고
    • For the formation of exo-cyclic imines from zirconacycles with isocyanides, see: a
    • For the formation of exo-cyclic imines from zirconacycles with isocyanides, see: a) S. Ren, H. S. Chan, Z. Xie, J. Am. Chem. Soc. 2009, 131, 3862-3863;
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 3862-3863
    • Ren, S.1    Chan, H.S.2    Xie, Z.3
  • 64
    • 0037997585 scopus 로고    scopus 로고
    • For recent reviews on 7-azaindoles, see: a
    • For recent reviews on 7-azaindoles, see: a) J.-Y. Merour, B. Joseph, Curr. Org. Chem. 2001, 5, 471-506;
    • (2001) Curr. Org. Chem. , vol.5 , pp. 471-506
    • Merour, J.-Y.1    Joseph, B.2
  • 69
    • 33745819966 scopus 로고    scopus 로고
    • For reviews on seven-membered N-containing heterocycles, see: a
    • For reviews on seven-membered N-containing heterocycles, see: a) T. M. V. D. Pinho e Melo, Eur. J. Org. Chem. 2006, 2873-2888;
    • (2006) Eur. J. Org. Chem. , pp. 2873-2888
    • Pinho, T.M.V.D.1    Melo, E.2
  • 70
  • 71
    • 33746470627 scopus 로고    scopus 로고
    • (Ed.: S. M. Weinreb), Thieme, Stuttgart
    • c) J.-P. K. Meigh in Science of Synthesis (Ed.: S. M. Weinreb), Thieme, Stuttgart, 2004, pp. 825-927;
    • (2004) Science of Synthesis , pp. 825-927
    • Meigh, J.-P.K.1
  • 76
    • 33746470627 scopus 로고    scopus 로고
    • (Ed.: S. M. Weinreb), Thieme, Stuttgart
    • b) J.-P. K. Meigh in Science of Synthesii (Ed.: S. M. Weinreb), Thieme, Stuttgart, 2004, pp. 829-830.
    • (2004) Science of Synthesii , pp. 829-830
    • Meigh, J.-P.K.1
  • 77
    • 61549108263 scopus 로고    scopus 로고
    • For selected examples on synthesis of analogues of dihydropyrrolo[3,2-c] azepine, see: a
    • For selected examples on synthesis of analogues of dihydropyrrolo[3,2-c] azepine, see: a) R. Martinez, M. M. Arzate, M. T. RamírezApan, Bioorg. Med. Chem. 2009, 17, 1849-1856;
    • (2009) Bioorg. Med. Chem. , vol.17 , pp. 1849-1856
    • Martinez, R.1    Arzate, M.M.2    RamírezApan, M.T.3
  • 88
    • 70349911490 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 7227-7231;
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 7227-7231
  • 90
    • 0011519706 scopus 로고    scopus 로고
    • For recent reviews on multicomponent syn thesis, see: a
    • For recent reviews on multicomponent synthesis, see: a) P. Wipf, C. Kendall, Chem. Eur. J. 2002, 8, 1779-1784;
    • (2002) Chem. Eur. J. , vol.8 , pp. 1779-1784
    • Wipf, P.1    Kendall, C.2
  • 93
    • 84890597202 scopus 로고    scopus 로고
    • (Eds.: J. Zhu, H. Bienayme), Wiley-VCH, Weinheim
    • d) Multicomponent Reactions (Eds.: J. Zhu, H. Bienayme), Wiley-VCH, Weinheim, 2005.
    • (2005) Multicomponent Reactions
  • 94
    • 65649115877 scopus 로고    scopus 로고
    • For examples of metal-mediated intramolecular reactions of silicontethered diynes, see: a
    • For examples of metal-mediated intramolecular reactions of silicontethered diynes, see: a) Q. Luo, L. Gu, C. Wang, J. Liu, W. X. Zhang, Z. Xi, Tetrahedron Lett. 2009, 50, 3213-3215;
    • (2009) Tetrahedron Lett. , vol.50 , pp. 3213-3215
    • Luo, Q.1    Gu, L.2    Wang, C.3    Liu, J.4    Zhang, W.X.5    Xi, Z.6
  • 111
    • 71549149114 scopus 로고    scopus 로고
    • For the formation of azazirconacycles, see: a
    • For the formation of azazirconacycles, see: a) X. Fu, J. Chen, G. Li, Y. Liu, Angew. Chem. 2009, 121, 5608-5612;
    • (2009) Angew. Chem. , vol.121 , pp. 5608-5612
    • Fu, X.1    Chen, J.2    Li, G.3    Liu, Y.4
  • 112
    • 70349915796 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 5500-5504;
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 5500-5504
  • 121
    • 0034671870 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 4524-4528;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 4524-4528
  • 127
    • 0003523319 scopus 로고    scopus 로고
    • SHELTL 5.10 for Windows NT, G. M. Sheldrick, Brucker Analytical X-ray Systems, Madison WI
    • SHELTL 5.10 for Windows NT, Structure Determination Software Programs, G. M. Sheldrick, Brucker Analytical X-ray Systems, Madison WI, 1997.
    • (1997) Structure Determination Software Programs


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.