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Volumn 17, Issue 9, 2015, Pages 2058-2061

Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine-Palladium Catalysis

Author keywords

[No Author keywords available]

Indexed keywords

INDAN DERIVATIVE; PALLADIUM; PHOSPHINE; PHOSPHINE DERIVATIVE; SULINDAC;

EID: 84929104924     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b00554     Document Type: Article
Times cited : (31)

References (45)
  • 23
    • 84863619322 scopus 로고    scopus 로고
    • Phosphine Catalysis
    • List, B., Ed.; Asymmetric Organocatalysis, Lewis Base and Acid Catalysts; Georg Thieme: Stuttgart
    • Fan, Y. C.; Kwon, O. Phosphine Catalysis. In Science of Synthesis; List, B., Ed.; Asymmetric Organocatalysis, Vol. 1, Lewis Base and Acid Catalysts; Georg Thieme: Stuttgart, 2012; pp 723 - 782.
    • (2012) Science of Synthesis , vol.1 , pp. 723-782
    • Fan, Y.C.1    Kwon, O.2
  • 40
    • 84929098849 scopus 로고    scopus 로고
    • note
    • The E-and Z -geometries of the isomeric compounds 4, 6, and 7 were assigned based on the NOESY analysis. NOESY spectra of compounds E-4a, Z-4a, E-4b, Z-4b, Z-4d, Z-4e, Z-4f, Z-6b, and Z-6f are provided in the Supporting Information. The geometries of the other indanes and indanones were determined based on analogy to the above-mentioned compounds. The most characteristic peak is the signal in the 1H NMR spectrum for the proton at the 7-position of the indane/indanone. For the Z -isomers, this signal appears in the regular aromatic region; for the E -isomers, it appears in the range δ 8.5-9.5 ppm. In TLC analyses, the Z-isomers were, consistently, more polar than their E -counterparts.
  • 41
    • 84929098850 scopus 로고    scopus 로고
    • note
    • If all the reagents are added at the beginning of the reaction, the mixture turns black and neither the Michael nor the Heck reaction occurs.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.