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Volumn 75, Issue 18, 2010, Pages 6267-6270

Selective synthesis of either isoindole- or isoindoline-1-carboxylic acid esters by Pd(0)-catalyzed enolate arylation

Author keywords

[No Author keywords available]

Indexed keywords

ACID ESTER; AMINO ACID ESTERS; ARYLATION REACTIONS; ARYLATIONS; ENOLATES; ISOINDOLINE; REACTION CONDITIONS; SELECTIVE SYNTHESIS;

EID: 77956517488     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101054j     Document Type: Article
Times cited : (42)

References (53)
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    • 0012496180 scopus 로고    scopus 로고
    • Product class 14: 1 H - And 2 H -isoindoles
    • Donohoe, T. J. Product class 14: 1 H-and 2 H -isoindoles Sci. Synth. 2001, 10, 653-692
    • (2001) Sci. Synth. , vol.10 , pp. 653-692
    • Donohoe, T.J.1
  • 40
    • 0037393778 scopus 로고    scopus 로고
    • For recent reviews on the palladium-catalyzed α-arylation of carbonyl compounds, see
    • For recent reviews on the palladium-catalyzed α-arylation of carbonyl compounds, see: Culkin, D. A.; Hartwig, J. F. Acc. Chem. Res. 2003, 36, 234-245
    • (2003) Acc. Chem. Res. , vol.36 , pp. 234-245
    • Culkin, D.A.1    Hartwig, J.F.2
  • 47
    • 70349283060 scopus 로고    scopus 로고
    • For a preliminary account of the use of the crude 1-isoindolecarboxylic acid esters in Diels-Alder reactions, see
    • For a preliminary account of the use of the crude 1-isoindolecarboxylic acid esters in Diels-Alder reactions, see: Solé, D.; Serrano, O. Org. Biomol. Chem. 2009, 7, 3382-3384
    • (2009) Org. Biomol. Chem. , vol.7 , pp. 3382-3384
    • Solé, D.1    Serrano, O.2
  • 49
    • 77956524246 scopus 로고    scopus 로고
    • note
    • 3 as the base afforded a 4:1 mixture of isoindoline 9b and the hydrodehalogenation product.
  • 50
    • 41349086070 scopus 로고    scopus 로고
    • The positive role of phenol as a catalytic additive in the Heck reaction has been previously observed; see
    • The positive role of phenol as a catalytic additive in the Heck reaction has been previously observed; see: Bennasar, M.-L.; Zulaica, E.; Solé, D.; Alonso, S. Synlett 2008, 667-670
    • (2008) Synlett , pp. 667-670
    • Bennasar, M.-L.1    Zulaica, E.2    Solé, D.3    Alonso, S.4
  • 51
    • 33845932883 scopus 로고    scopus 로고
    • Naphtho-fused heterocycles have been recently identified as good candidates for light-harvesting dyes in solar cells; see
    • Naphtho-fused heterocycles have been recently identified as good candidates for light-harvesting dyes in solar cells; see: Paci, I.; Johnson, J. C.; Chen., X.; Rana, G.; Popovic, D.; David, D. E.; Nozik, A. J.; Ratner, M. A.; Michl, J. J. Am. Chem. Soc. 2006, 128, 16546-16553
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 16546-16553
    • Paci, I.1    Johnson, J.C.2    Chen, X.3    Rana, G.4    Popovic, D.5    David, D.E.6    Nozik, A.J.7    Ratner, M.A.8    Michl, J.9
  • 53
    • 77956519301 scopus 로고    scopus 로고
    • note
    • Under the reaction conditions of method B, 22b afforded 2-phenyl-2,3-dihydrobenzo[ f ]isoindol-1-one in 35% yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.