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Volumn 9, Issue 17, 2007, Pages 3379-3382

Cu-catalyzed tandem C-N bond formation for the synthesis of pyrroles and heteroarylpyrroles

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; COPPER; HALOGENATED HYDROCARBON; HETEROCYCLIC COMPOUND; PYRROLE DERIVATIVE;

EID: 34548181107     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol7014225     Document Type: Article
Times cited : (146)

References (55)
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    • A related Pd-catalyzed protocol for the synthesis of indoles has been recently described: Willis, M. C.; Brace, G. N.; Findlay, T. J. K.; Holmes, I. P. Adv. Synth. Catal. 2006, 348, 851.
    • A related Pd-catalyzed protocol for the synthesis of indoles has been recently described: Willis, M. C.; Brace, G. N.; Findlay, T. J. K.; Holmes, I. P. Adv. Synth. Catal. 2006, 348, 851.
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    • A double N-arylation of amines has been reported: Nozaki, K.; Takahashi, K.; Nakano, K.; Hiyama, T.; Tang, H.-Z.; Fujiki, M.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2051.
    • A double N-arylation of amines has been reported: Nozaki, K.; Takahashi, K.; Nakano, K.; Hiyama, T.; Tang, H.-Z.; Fujiki, M.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2051.
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    • During the preparation of this manuscript, a related procedure for the synthesis of N-acylpyrroles was published: Yuan, X.; Xu, X.; Zhou, X.; Yuan, J.; Mai, L.; Li, Y. J. Org. Chem. 2007, 72, 1510.
    • During the preparation of this manuscript, a related procedure for the synthesis of N-acylpyrroles was published: Yuan, X.; Xu, X.; Zhou, X.; Yuan, J.; Mai, L.; Li, Y. J. Org. Chem. 2007, 72, 1510.
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    • For experimental details, see the Supporting Information
    • For experimental details, see the Supporting Information.
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    • For selected classical methods for the synthesis of heteroarylpyrroles, see: a
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    • For a review on the synthesis of thienopyrroles, see
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    • A similar isomerization has been reported in the preparation of enamides from vinyl triflates: Wallace, D. J.; Klauber, D. J.; Chen, C.-y.; Volante, R. P. Org. Utt. 2003, 5, 4749.
    • A similar isomerization has been reported in the preparation of enamides from vinyl triflates: Wallace, D. J.; Klauber, D. J.; Chen, C.-y.; Volante, R. P. Org. Utt. 2003, 5, 4749.
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    • Starting materials were prepared from commercially available aldehydes in a one-pot procedure: Matsumoto, M.; Kuroda, K. Tetrahedron Utt. 1980, 27, 4021.
    • Starting materials were prepared from commercially available aldehydes in a one-pot procedure: Matsumoto, M.; Kuroda, K. Tetrahedron Utt. 1980, 27, 4021.
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    • After 30 min of reaction time, 20% conversion of la, 16% yield 2a. (b) After 2 h of reaction time, 44% conversion of la, 35% yield 2a.
    • (a) After 30 min of reaction time, 20% conversion of la, 16% yield 2a. (b) After 2 h of reaction time, 44% conversion of la, 35% yield 2a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.