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Volumn 69, Issue 2, 2013, Pages 933-941

Facile synthesis of diarylmethanes via quinone methides

Author keywords

Diarylmethane; Electrophilic aromatic substitution; Nucleophilic addition; Quinone methide; Regioselective process

Indexed keywords

AROMATIC COMPOUND; DIARYLMETHANE DERIVATIVE; HETEROCYCLIC COMPOUND; HYDROXYL GROUP; LEWIS ACID; METHANE; QUINONE DERIVATIVE; QUINONE METHIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84878836427     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.10.087     Document Type: Article
Times cited : (21)

References (32)
  • 27
    • 0000227643 scopus 로고
    • It has been anticipated that generation of QM under acidic conditions may not be compatible with electron-rich aromatic systems and would lead to increased dimerization of QM or side reactions between QMs and nucleophiles. While nucleophilic addition to quinone methides has been studied before, the use of electron-rich aromatic compounds as nucleophiles for such reaction has been scarcely described before. For some examples, see: (a) Lau, C. K.; Williams, H. W. R.; Tardiff, S.; Dufresne, C.; Scheigetz, J.; Belanger, P. C. Can. J. Chem. 1989, 67, 1384-1387;
    • (1989) Can. J. Chem. , vol.67 , pp. 1384-1387
    • Lau, C.K.1    Williams, H.W.R.2    Tardiff, S.3    Dufresne, C.4    Scheigetz, J.5    Belanger, P.C.6
  • 31
    • 0042070376 scopus 로고
    • A similar reaction using p-methoxybenzyl alcohol as a starting material gave 11- in 86% yield but as an inseparable mixture with a dimer, resulting from dehydration of p-methoxybenzyl alcohol under the reaction condition. For characterization of 10f, please see: (a) Prashad, M.; Jigajinni, V. B. Indian J. Chem. 1980, 19B, 822-823;
    • (1980) Indian J. Chem. , vol.19 B , pp. 822-823
    • Prashad, M.1    Jigajinni, V.B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.