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Volumn 61, Issue 41, 2005, Pages 9827-9838

Halogenated-2-pyrones in Sonogashira cross-coupling: limitations, optimisation and consequences for GC analysis of Pd-mediated reactions

Author keywords

Cross coupling; Palladium; Sonogashira

Indexed keywords

4 BROMO 6 METHYL 2 PYRONE; 4 CHLORO 2 PYRONE; 4 CHLORO 6 METHYL 2 PYRONE; 4 ETHYNYLFERROCENE 6 METHYL 2 PYRONE; 4 HEPTYNYL 2 PYRONE; 4 HEXYNYL 2 PYRONE; 4 IODO 6 METHYL 2 PYRONE; 4 OCTYNYL 2 PYRONE; 4 PENTYNYL 2 PYRONE; 4 PHENYLETHYNYL 2 PYRONE; 4 TOSYLOXY 6 METHYL 2 PYRONE; 4 TRIMETHYLSILYETHYNYL 2 PYRONE; 6 (TRIETHYLAMMONIUM) 2 PYRONE CHLORIDE; ALKENE DERIVATIVE; AMMONIUM CHLORIDE; BASE; BENZENE DERIVATIVE; CHLORINE; COPPER DERIVATIVE; DIETHYLPENT 2 ENE DIOATE; DIMETHYLPENT 2 ENE DIOATE; PALLADIUM; PHENYLACETYLENE; PYRONE DERIVATIVE; SILICA GEL; SOLVENT; UNCLASSIFIED DRUG;

EID: 24344454752     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.07.102     Document Type: Article
Times cited : (24)

References (97)
  • 56
    • 24344503543 scopus 로고    scopus 로고
    • note
    • We have so far been unable to reproducibly quantify the total Pd concentration present in samples passed through silica.
  • 66
    • 24344501927 scopus 로고    scopus 로고
    • note
    • Several molecular formulae fit the observed molecular ions. More comprehensive studies are required to confirm whether these observed ions (species) are artificially generated or indeed stable intermediate species.
  • 69
    • 0026761703 scopus 로고
    • The Sonogashira coupling of methyl 3-chloro-2Z-propenoate with trimethylsilylacetylene proceeds rapidly at room temperature, see: (c) D. Grandjean, P. Pale, and J. Chuche Tetrahedron Lett. 33 1992 5355
    • (1992) Tetrahedron Lett. , vol.33 , pp. 5355
    • Grandjean, D.1    Pale, P.2    Chuche, J.3
  • 71
    • 24344471553 scopus 로고    scopus 로고
    • note
    • The differences seen in the kinetic profiles for Sonogashira alkynylation of 5 and 14 appears unusual. Further mechanistic studies will address this.
  • 81
    • 24344498900 scopus 로고    scopus 로고
    • note
    • 3N or selected polar aprotic and protic solvents, which presents some limitations for its use in other reactions, see: Ref. 22b.
  • 82
    • 24344434922 scopus 로고    scopus 로고
    • Ph.D. Thesis, Manchester Metropolitan University, UK
    • Marrison, L.R. Ph.D. Thesis, Manchester Metropolitan University, UK, 1998.
    • (1998)
    • Marrison, L.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.