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Volumn 3, Issue 8-9, 2008, Pages 1575-1580

Synthesis of 5-substituted 1H-tetrazoles by the copper-catalyzed [3+2] cycloaddition of nitriles and trimethylsilyl azide

Author keywords

Copper; Cycloaddition; Homogeneous catalysis; Nitriles; Tetrazoles

Indexed keywords

1H TETRAZOLE; 1H-TETRAZOLE; AZIDE; COPPER; ION; NITRILE; POLYMER; SOLVENT; TETRAZOLE DERIVATIVE; TRIMETHYLSILYL DERIVATIVE;

EID: 54849418707     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200800085     Document Type: Article
Times cited : (51)

References (38)
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    • Eds, A. R. Katritzky, C. W. Rees, Pergamon, Oxford
    • b) R. N. Bulter in Comprehensive Heterocyclic Chemistry, Vol. 5 (Eds.: A. R. Katritzky, C. W. Rees), Pergamon, Oxford, 1984, pp. 91-838;
    • (1984) Comprehensive Heterocyclic Chemistry , vol.5 , pp. 91-838
    • Bulter, R.N.1
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    • Angew. Chem. Int. Ed. 2007, 46, 3926-3930.
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    • The reaction was also effective with a smaller amount of MeOH, such as a 20:1 mixture of DMF and MeOH, but the yield of 2a decreased to 70% as determined by NMR spectroscopy.
    • The reaction was also effective with a smaller amount of MeOH, such as a 20:1 mixture of DMF and MeOH, but the yield of 2a decreased to 70% as determined by NMR spectroscopy.
  • 32
    • 54849425345 scopus 로고    scopus 로고
    • CCDC-684836 (2a) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre at www.ccdc.cam.ac.uk/data_request/cif.
    • CCDC-684836 (2a) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre at www.ccdc.cam.ac.uk/data_request/cif.
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    • 0032580464 scopus 로고    scopus 로고
    • It was reported that trimethylsilyl azide is a convenient source of hydrazoic acid in methanol; see: a H. Bienayme, K. Bouzid, Tetrahedron Lett. 1998, 39, 2735-2738;
    • It was reported that trimethylsilyl azide is a convenient source of hydrazoic acid in methanol; see: a) H. Bienayme, K. Bouzid, Tetrahedron Lett. 1998, 39, 2735-2738;
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    • 3 and RCN, whatever the precise mechanism may be.
    • 3 and RCN, whatever the precise mechanism may be.
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    • 2O in MeOH/DMF [Eq. (8)]. We appreciate this useful comment.
    • 2O in MeOH/DMF [Eq. (8)]. We appreciate this useful comment.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.