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Volumn 77, Issue 4, 2004, Pages 785-796

Synthesis of 1-Azaazulenes from Cycloheptatrienylmethyl Ketone O-Pentafluorobenzoyloximes by Palladium-Catalyzed Cyclization and Oxidation

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; OXIDATION; PALLADIUM; SYNTHESIS (CHEMICAL);

EID: 2342533123     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.77.785     Document Type: Article
Times cited : (58)

References (48)
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  • 4
    • 2342579220 scopus 로고    scopus 로고
    • U. S. Patent 01 02944 (2001)
    • J. R. Sciotti and R. Wagner, U. S. Patent 01 02944 (2001).
    • Sciotti, J.R.1    Wagner, R.2
  • 9
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    • b) T. Nozoe, S. Seto, S. Matsumura, and T. Terasawa, Chem. Ind., 1954, 1356; T. Nozoe, S. Seto, and S. Nozoe, Proc. Jpn. Acad., 32, 172 (1956).
    • (1956) Proc. Jpn. Acad. , vol.32 , pp. 172
    • Nozoe, T.1    Seto, S.2    Nozoe, S.3
  • 30
    • 2342486425 scopus 로고    scopus 로고
    • note
    • 1H NMR (Fig. 2). Diagram presentd.
  • 31
    • 2342515834 scopus 로고    scopus 로고
    • note
    • 2, DDQ, and p-chloranil. Diagram presentd.
  • 33
    • 0037112673 scopus 로고    scopus 로고
    • 3P is an effective ligand for palladium-catalyzed coupling reactions of aryl chlorides; For review, see: A. F. Littke and G. C. Fu, Angew. Chem., Int. Ed., 41, 4176 (2002).
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 4176
    • Littke, A.F.1    Fu, G.C.2
  • 35
    • 2342488530 scopus 로고    scopus 로고
    • note
    • Stereochemistry of 4i was determined by NOE measurement as shown in Fig. 3. Diagram presented.
  • 36
    • 2342596854 scopus 로고    scopus 로고
    • note
    • 3P was not effective. 51, 9, and 10 were obtained in 5, 10, and 10% yields, respectively.
  • 38
    • 0034614049 scopus 로고    scopus 로고
    • Recently, palladium(0) catalyzed fragmentation of cyclobutanone oximes was reported via alkylidenaminopalladium species; T. Nishimura and S. Uemura, J. Am. Chem. Soc., 122, 12049 (2000).
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 12049
    • Nishimura, T.1    Uemura, S.2


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