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Volumn 49, Issue 42, 2010, Pages 7790-7794

Efficient synthesis of pyrazoles: Oxidative C-C/N-N bond-formation cascade

Author keywords

Copper; Enamines; Heterocycles; N N coupling; Oxidation

Indexed keywords

EFFICIENT SYNTHESIS; ENAMINES; GOLDEN SECTION; GOOD YIELD; HETEROCYCLES; N-N COUPLING; PYRAZOLES; STARTING MATERIALS; SYNTHETIC STRATEGIES;

EID: 78249271085     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201002389     Document Type: Article
Times cited : (212)

References (53)
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    • The few pyrazole syntheses not using hydrazines but newly forming the N-N bond employ complex starting materials, show limited substrate scope, and have only found scant application. From 1,3-dioximes
    • The few pyrazole syntheses not using hydrazines but newly forming the N-N bond employ complex starting materials, show limited substrate scope, and have only found scant application. From 1,3-dioximes: J. Stephanidou-Stephanatou, J. Heterocycl. Chem. 1985, 22, 293;
    • (1985) J. Heterocycl. Chem. , vol.22 , pp. 293
    • Stephanidou-Stephanatou, J.1
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    • from a nickel complex of the enol tautomeric form of b-aminothiocinnamic acid anilide: e) B. Zaleska, M. Kurdziel, Synth. Commun. 1988, 18, 1863;
    • (1988) Synth. Commun. , vol.18 , pp. 1863
    • Zaleska, B.1    Kurdziel, M.2
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    • 62249157813 scopus 로고    scopus 로고
    • Only a few methods allow the regioselective formation of tetrasubstituted pyrazoles with non-equivalent but similar substituents in the 3- and 5-positions; however, for recently published regioselective methods
    • Only a few methods allow the regioselective formation of tetrasubstituted pyrazoles with non-equivalent but similar substituents in the 3- and 5-positions; however, for recently published regioselective methods, see: Y. O. Ko, Y. Sung Chun, C.-L. Park, Y. Kim, H. Shin, S. Ahn, J. Hong, S.-g. Lee, Org. Biomol. Chem. 2009, 7, 1132
    • (2009) Org. Biomol. Chem. , vol.7 , pp. 1132
    • Ko, Y.O.1    Sung Chun, Y.2    Park, C.-L.3    Kim, Y.4    Shin, H.5    Ahn, S.6    Hong, J.7    Lee, S.-G.8
  • 24
    • 53249142637 scopus 로고    scopus 로고
    • for related, subsequently reported indole formations
    • Angew. Chem. Int. Ed. 2008, 47, 7230; for related, subsequently reported indole formations
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 7230
  • 42
    • 15844396245 scopus 로고
    • Only few copper-catalyzed or copper-promoted nitrogen-nitrogen bond formations are known, for example, the dimerizing synthesis of symmetric hydrazines, azines, and 4H-1,2,4-triazoles or for the synthesis of 12,3-triazolo[1,5-a]pyridines and 1,2,4- triazoles
    • Only few copper-catalyzed or copper-promoted nitrogen-nitrogen bond formations are known, for example, the dimerizing synthesis of symmetric hydrazines, azines, and 4H-1,2,4-triazoles or for the synthesis of 1,2,3-triazolo[1,5-a]pyridines and 1,2,4- triazoles: a) T. Kauffmann, W. Sahm, Angew. Chem. 1967, 79, 101;
    • (1967) Angew. Chem. , vol.79 , pp. 101
    • Kauffmann, T.1    Sahm, W.2
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    • See the Supporting Information for further details For the reversal of reactivity in Lewis acid catalyzed reactions
    • See the Supporting Information for further details. For the reversal of reactivity in Lewis acid catalyzed reactions, see: N. Asao, T. Asano, Y. Yamamoto, Angew. Chem. 2001, 113, 3306;
    • (2001) Angew. Chem. , vol.113 , pp. 3306
    • Asao, N.1    Asano, T.2    Yamamoto, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.