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Volumn 73, Issue 22, 2008, Pages 9164-9167

Synthesis of annulated 2H-indazoles and 1,2,3-and 1,2,4-triazoles via a one-pot palladium-catalyzed alkylation/direct arylation reaction

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS; PALLADIUM; REACTION KINETICS;

EID: 56449086514     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8017236     Document Type: Article
Times cited : (80)

References (34)
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    • For a discussion on Pd(II)/Pd(IV) reactions, see: Deprez, N. R.; Sanford, M.S. Inorg. Chem. 2007, 46, 1924, and references cited therein.
    • For a discussion on Pd(II)/Pd(IV) reactions, see: Deprez, N. R.; Sanford, M.S. Inorg. Chem. 2007, 46, 1924, and references cited therein.
  • 3
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    • and references cited therein
    • Catellani, M. Top. Organomet. Chem. 2005, 14, 21, and references cited therein.
    • (2005) Top. Organomet. Chem , vol.14 , pp. 21
    • Catellani, M.1
  • 4
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    • For recent reviews, see: a
    • For recent reviews, see: (a) Roger, J.; Doucet, H. Org. Biomol. Chem. 2008, 6, 169.
    • (2008) Org. Biomol. Chem , vol.6 , pp. 169
    • Roger, J.1    Doucet, H.2
  • 11
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    • To the best of our knowledge, direct arylation reactions on such heterocycles has only been previously reported for 1,2,3-triazoles: (a) Chuprakov, S.; Chernyak, N.; Dudnik, A. S.; Gevorgyan, V. Org. Lett. 2007, 9, 2333.
    • To the best of our knowledge, direct arylation reactions on such heterocycles has only been previously reported for 1,2,3-triazoles: (a) Chuprakov, S.; Chernyak, N.; Dudnik, A. S.; Gevorgyan, V. Org. Lett. 2007, 9, 2333.
  • 14
    • 84943407995 scopus 로고
    • Katritzky, A. R, Rees, C. W, Eds; Pergamon: New York
    • (a) Elguero, J. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds; Pergamon: New York, 1984; Vol. 5, p 167.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.5 , pp. 167
    • Elguero, J.1
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    • Katritzky, A. R, Rees, C. W, Eds; Pergamon: New York
    • (a) Wamhoff, H. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds; Pergamon: New York, 1984; Vol. 5, p 669.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.5 , pp. 669
    • Wamhoff, H.1
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    • Katritzky, A. R, Rees, C. W, Eds; Pergamon; New York
    • (b) Polya, J. B. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds; Pergamon; New York, 1984; Vol. 5, p 733.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.5 , pp. 733
    • Polya, J.B.1
  • 26
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    • Working with an excess of 14 did not bring any improvement.
    • Working with an excess of 14 did not bring any improvement.
  • 27
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    • The formation of unproductive stable palladacycles (presumably due to the chelation ability of the triazole 4-nitrogen lone pair) might interfere with the catalytic cycle
    • The formation of unproductive stable palladacycles (presumably due to the chelation ability of the triazole 4-nitrogen lone pair) might interfere with the catalytic cycle.
  • 29
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    • Differences observed between 1,2,4-and 1,2,3-triazoles toward the palladium-catalyzed annulation process remain elusive
    • Differences observed between 1,2,4-and 1,2,3-triazoles toward the palladium-catalyzed annulation process remain elusive.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.