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Volumn 63, Issue 25, 1998, Pages 9587-9589

Hydrated tetrabutylammonium fluoride as a powerful nucleophilic fluorinating agent

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; BROMINE DERIVATIVE; CHLORINE DERIVATIVE; MESYLIC ACID DERIVATIVE; QUATERNARY AMMONIUM DERIVATIVE;

EID: 0032509252     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981522o     Document Type: Article
Times cited : (75)

References (18)
  • 1
    • 33847086648 scopus 로고
    • See inter alia: (a) Clark, J. H. Chem. Rev. 1980, 80, 429 and references therein. (b) Gerstenberger, M.; Haas, A. Angew. Chem., Int. Ed. Engl. 1981, 20, 647. (c) Haas, A.; Lieb, M. Chimica 1985, 39, 134. (d) Mascaretti, O. A. Aldrichimica Acta 1993, 26, 47. (e) Chi, D. Y.; Kilbourn, M. R.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 658.
    • (1980) Chem. Rev. , vol.80 , pp. 429
    • Clark, J.H.1
  • 2
    • 0005269941 scopus 로고
    • See inter alia: (a) Clark, J. H. Chem. Rev. 1980, 80, 429 and references therein. (b) Gerstenberger, M.; Haas, A. Angew. Chem., Int. Ed. Engl. 1981, 20, 647. (c) Haas, A.; Lieb, M. Chimica 1985, 39, 134. (d) Mascaretti, O. A. Aldrichimica Acta 1993, 26, 47. (e) Chi, D. Y.; Kilbourn, M. R.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 658.
    • (1981) Angew. Chem., Int. Ed. Engl. , vol.20 , pp. 647
    • Gerstenberger, M.1    Haas, A.2
  • 3
    • 0040932814 scopus 로고
    • See inter alia: (a) Clark, J. H. Chem. Rev. 1980, 80, 429 and references therein. (b) Gerstenberger, M.; Haas, A. Angew. Chem., Int. Ed. Engl. 1981, 20, 647. (c) Haas, A.; Lieb, M. Chimica 1985, 39, 134. (d) Mascaretti, O. A. Aldrichimica Acta 1993, 26, 47. (e) Chi, D. Y.; Kilbourn, M. R.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 658.
    • (1985) Chimica , vol.39 , pp. 134
    • Haas, A.1    Lieb, M.2
  • 4
    • 12044257421 scopus 로고
    • See inter alia: (a) Clark, J. H. Chem. Rev. 1980, 80, 429 and references therein. (b) Gerstenberger, M.; Haas, A. Angew. Chem., Int. Ed. Engl. 1981, 20, 647. (c) Haas, A.; Lieb, M. Chimica 1985, 39, 134. (d) Mascaretti, O. A. Aldrichimica Acta 1993, 26, 47. (e) Chi, D. Y.; Kilbourn, M. R.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 658.
    • (1993) Aldrichimica Acta , vol.26 , pp. 47
    • Mascaretti, O.A.1
  • 5
    • 33845281416 scopus 로고
    • See inter alia: (a) Clark, J. H. Chem. Rev. 1980, 80, 429 and references therein. (b) Gerstenberger, M.; Haas, A. Angew. Chem., Int. Ed. Engl. 1981, 20, 647. (c) Haas, A.; Lieb, M. Chimica 1985, 39, 134. (d) Mascaretti, O. A. Aldrichimica Acta 1993, 26, 47. (e) Chi, D. Y.; Kilbourn, M. R.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 658.
    • (1987) J. Org. Chem. , vol.52 , pp. 658
    • Chi, D.Y.1    Kilbourn, M.R.2    Katzenellenbogen, J.A.3
  • 10
    • 20644472795 scopus 로고    scopus 로고
    • note
    • In our hands this procedure afforded "anhydrous TBAF" (1) containing 0.5 mol equiv of water and 6% molar of tetrabutylammonium bifluoride (Karl Fischer and acid-base titration).
  • 11
    • 20644432347 scopus 로고    scopus 로고
    • note
    • 2O, affording the corresponding haloalkyl fluorides in 74-90% yields.
  • 14
    • 20644451957 scopus 로고    scopus 로고
    • note
    • 5 and our results (i.e., Cox found large amounts of 1-octanol).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.