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Volumn 129, Issue 15, 2007, Pages 4508-4509

Nucleophilic acylation of o-quinone methides: An umpolung strategy for the synthesis of α-aryl ketones and benzofurans

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFURAN DERIVATIVE; KETONE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; QUINONE DERIVATIVE;

EID: 34247522312     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja068189n     Document Type: Article
Times cited : (93)

References (24)
  • 11
    • 0036642529 scopus 로고    scopus 로고
    • For a review on o-quinone methides, see: Van de Water, R. W.; Pettus, T. R. R. Tetrahedron 2002, 58, 5367-5405.
    • For a review on o-quinone methides, see: Van de Water, R. W.; Pettus, T. R. R. Tetrahedron 2002, 58, 5367-5405.
  • 16
    • 0024232749 scopus 로고    scopus 로고
    • For a singular example of a lithiated dithiane undergoing an addition to an ortho-oxygenated benzylic halide, see: Dreyer, G. B, Metcalf, B. W. Tetrahedron Lett. 1988, 29, 6885-6889
    • For a singular example of a lithiated dithiane undergoing an addition to an ortho-oxygenated benzylic halide, see: Dreyer, G. B.; Metcalf, B. W. Tetrahedron Lett. 1988, 29, 6885-6889.
  • 19
    • 34247477981 scopus 로고    scopus 로고
    • The yield of 3 is lower (45%) when incubating the reaction at -78°C for 1 h (vs. 23 h) followed by warming to 23°C.
    • The yield of 3 is lower (45%) when incubating the reaction at -78°C for 1 h (vs. 23 h) followed by warming to 23°C.
  • 20
    • 34247498546 scopus 로고    scopus 로고
    • See Supporting Information for details
    • See Supporting Information for details.
  • 21
    • 34247525439 scopus 로고    scopus 로고
    • 4NF with benzyl bromide affords only low yields of benzyl ketone under the best conditions from Table 1.
    • 4NF with benzyl bromide affords only low yields of benzyl ketone under the best conditions from Table 1.
  • 22
    • 85047670141 scopus 로고    scopus 로고
    • For examples of fluoride-induced elimination-addition reactions of N-triisopropylsilyl gramine methyliodide, see: Iwao, M, Motoi, O. Tetrahedron Lett. 1995, 36, 5929-5932
    • For examples of fluoride-induced elimination-addition reactions of N-triisopropylsilyl gramine methyliodide, see: Iwao, M.; Motoi, O. Tetrahedron Lett. 1995, 36, 5929-5932.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.