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Volumn 62, Issue 20, 1997, Pages 7024-7027

Zeolite-Induced Heterodomino Reaction. Regioselective Synthesis of 2H-1-Benzopyrans from Phenols and α-Alkynols

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; BENZOPYRAN DERIVATIVE; PHENOL; ZEOLITE;

EID: 0030761542     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970690y     Document Type: Article
Times cited : (65)

References (37)
  • 2
    • 0003625966 scopus 로고
    • Abel, E., Wikinson, G., Stone, F. G. A., Eds., Pergamon Press: New York, Chapter 3,6
    • (b) Grigg, R.; Sridharan, V. Comprehensive Organometallic Chemistry; 2nd ed.; Abel, E., Wikinson, G., Stone, F. G. A., Eds., Pergamon Press: New York, 1995; Vol. 12, Chapter 3,6.
    • (1995) Comprehensive Organometallic Chemistry; 2nd Ed. , vol.12
    • Grigg, R.1    Sridharan, V.2
  • 9
    • 1542729717 scopus 로고    scopus 로고
    • HSZ-360 acidic zeolite was purchased by Tosoh Corp
    • HSZ-360 acidic zeolite was purchased by Tosoh Corp.
  • 14
    • 24544468505 scopus 로고
    • (a) Cardillo, G.; Merlini, L. Gazz. Chim. Ital. 1968, 98, 191 (Chem. Abstr. 1968, 69, 43735k).
    • (1968) Chem. Abstr. , vol.69
  • 15
    • 1542729719 scopus 로고    scopus 로고
    • Br. Patent 877, 960, 1960
    • (b) Hoffman, F. Br. Patent 877, 960, 1960 (Chem. Abstr. 1962, 56, 7282).
    • Hoffman, F.1
  • 16
    • 1542729715 scopus 로고
    • (b) Hoffman, F. Br. Patent 877, 960, 1960 (Chem. Abstr. 1962, 56, 7282).
    • (1962) Chem. Abstr. , vol.56 , pp. 7282
  • 17
    • 1542519888 scopus 로고    scopus 로고
    • U.S. Patent 3,004,040, 1960
    • (c) Pendse, H.; Ruegg, R.; Ryser, G. U.S. Patent 3,004,040, 1960 (Chem. Abstr. 1962, 56, 8693d).
    • Pendse, H.1    Ruegg, R.2    Ryser, G.3
  • 18
    • 24544447664 scopus 로고
    • (c) Pendse, H.; Ruegg, R.; Ryser, G. U.S. Patent 3,004,040, 1960 (Chem. Abstr. 1962, 56, 8693d).
    • (1962) Chem. Abstr. , vol.56
  • 27
    • 85088079713 scopus 로고    scopus 로고
    • note
    • 1H NMR NOESY experiment showing, for example, a strong cross-peak correlation between the H-5 naphtholic hydrogen and the H-4 olefinic hydrogen in compound 5fx.
  • 35
    • 1542624520 scopus 로고    scopus 로고
    • note
    • It is important to emphasize that the rearrangement of aryl propargyl ethers requires high temperatures (220-240°C), whereas the present reaction occurs at 130°C.


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