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Volumn 128, Issue 23, 2006, Pages 7436-7437

Synthesis of aromatic ketones by a transition metal-catalyzed tandem sequence

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; KETONE DERIVATIVE; TRANSITION ELEMENT;

EID: 33745035640     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja061942s     Document Type: Article
Times cited : (227)

References (41)
  • 1
    • 0042291889 scopus 로고    scopus 로고
    • Astruc, D., Ed. Weinheim: Wiley-VCH
    • (a) Astruc, D., Ed. Modern Arene Chemistry; Weinheim: Wiley-VCH: 2002.
    • (2002) Modern Arene Chemistry
  • 6
    • 0036589261 scopus 로고    scopus 로고
    • For applications of C-H activation to the synthesis of polysubstituted arenes see: (f) Ritleng, V.; Sirlin, C.; Pfeffer, M. Chem. Rev. 2002, 102, 1731.
    • (2002) Chem. Rev. , vol.102 , pp. 1731
    • Ritleng, V.1    Sirlin, C.2    Pfeffer, M.3
  • 19
    • 26844524327 scopus 로고    scopus 로고
    • Mo-mediated carbonylation of allenyl arene-ynes gave byproducts derived from the Myers-Saito rearrangement, see: (c) Datta, S.; Liu, R.-S. Tetrahedron Lett. 2005, 46, 7985.
    • (2005) Tetrahedron Lett. , vol.46 , pp. 7985
    • Datta, S.1    Liu, R.-S.2
  • 34
    • 33745011488 scopus 로고    scopus 로고
    • note
    • 4 gave 13% of 5a.
  • 35
    • 33745019731 scopus 로고    scopus 로고
    • note
    • 4 does not catalyze the conversion of 4a to 5a at room temperature.
  • 36
    • 0035793265 scopus 로고    scopus 로고
    • In accord with this hypothesis, 10% AgOAc does not catalyze the reaction. For use of MgO as an acid scavenger, see: Espino, C. G.; Du Bois, J. Angew. Chem., Int. Ed. 2001, 40, 598.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 598
    • Espino, C.G.1    Du Bois, J.2
  • 37
    • 33745047432 scopus 로고    scopus 로고
    • note
    • Ag(I)-catalyzed reaction of enantioenriched 8 (93% ee) gave racemic 9.
  • 38
    • 17744371152 scopus 로고    scopus 로고
    • and references therein
    • For synthesis of indoles by [4 + 2]-benzannulation see: Dunetz, J. R.; Danheiser, R. L. J. Am. Chem. Soc. 2005, 127, 5776 and references therein.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 5776
    • Dunetz, J.R.1    Danheiser, R.L.2
  • 39
    • 28844458694 scopus 로고    scopus 로고
    • For recent examples of Ag(I)- or Au(I)-catalyzed tandem reactions initiated by [3,3]-rearrangements of propargyl acetates see: (a) Zhang, L. J. Am. Chem. Soc. 2005, 127, 16804.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 16804
    • Zhang, L.1
  • 41
    • 0032900736 scopus 로고    scopus 로고
    • A mechanism involving a Myers-Saito diradical intermediate is also possible; however, no cyclopropyl ring-opening (see: Dopico, P. G.; Finn, M. G. Tetrahedron 1999, 55, 29) was observed in the Ag-catalyzed rearrangement of 17 to cyclopropyl ketone 18.
    • (1999) Tetrahedron , vol.55 , pp. 29
    • Dopico, P.G.1    Finn, M.G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.