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Volumn 45, Issue 8, 2004, Pages 1741-1745

Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3

Author keywords

Acylation; Cyclization; Dehydration; Friedel Crafts reaction; Indanone; Lanthanoid; Lewis acid

Indexed keywords

HALOGEN; INDANONE DERIVATIVE; PROPIONIC ACID DERIVATIVE;

EID: 0842283404     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.12.085     Document Type: Article
Times cited : (68)

References (29)
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    • For a recent review on rare-earth metal Lewis acids in organic synthesis, see:
    • For a recent review on rare-earth metal Lewis acids in organic synthesis, see: Kobayashi S., Sugiura M., Kitagawa H., Lam W.W. Chem. Rev. 102:2002;2227-2302.
    • (2002) Chem. Rev. , vol.102 , pp. 2227-2302
    • Kobayashi, S.1    Sugiura, M.2    Kitagawa, H.3    Lam, W.W.4
  • 24
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    • note
    • A small amount of Z-isomer of 3a was also produced. The structure of 3a was unambiguously determined by X-ray analysis, which showed 3a co-crystallized with a small amount of its Z-isomer. Crystallographic data (excluding structure factors) for the structure in this paper, have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC-223357. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44(0)-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk ).
  • 25
    • 85030913162 scopus 로고    scopus 로고
    • note
    • 3 (may be partially hydrated) as white powder in ca. 90% recovery.
  • 26
    • 85030898391 scopus 로고    scopus 로고
    • note
    • 4, filtered and concentrated under vacuum. The residue was separated by column chromatography on silica gel (hexane/EtOAc=5/1) to give 2c (32 mg, 88% yield).
  • 27
    • 85030893250 scopus 로고    scopus 로고
    • note
    • 3) δ 20.14, 41.02, 113.50, 120.73, 121.59, 123.59, 127.39, 138.70, 143.81, 147.28, 194.64.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.