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Volumn 37, Issue 2, 2008, Pages 202-203

Microwave-assisted aromatic C-O bond formation: A rapid and efficient method for the synthesis of aryl ethers

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EID: 40449128520     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2008.202     Document Type: Article
Times cited : (10)

References (18)
  • 1
    • 0002202542 scopus 로고
    • For a review, see:, ed. by S. Patai, Wiley Interscience, New York
    • For a review, see: H. Feuer, J. Hooz, in Chemistry of the Ether Linkage, ed. by S. Patai, Wiley Interscience, New York, 1967, p. 445.
    • (1967) Chemistry of the Ether Linkage , pp. 445
    • Feuer, H.1    Hooz, J.2
  • 2
    • 0000568993 scopus 로고
    • For a review, see:, ed. by B. M. Trost, I. Fleming, Pergamon Press, Oxford
    • For a review, see: C. Paradisi, in Comprehensive Organic Synthesis, ed. by B. M. Trost, I. Fleming, Pergamon Press, Oxford, 1991, Vol. 4, p. 423.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 423
    • Paradisi, C.1
  • 3
    • 0345329013 scopus 로고
    • For a review, see
    • For a review, see: J. Lindley, Tetrahedron 1984, 40, 1433.
    • (1984) Tetrahedron , vol.40 , pp. 1433
    • Lindley, J.1
  • 7
    • 40449116979 scopus 로고    scopus 로고
    • R. S. Varma, Advances in Green Chemistry: Chemical Syntheses Using Microwave Irradiation; AstraZeneca Research Foundation India: Bangalore, India, 2002 (free copy available on request from: azrefi@astrazeneca.com) .
    • a) R. S. Varma, Advances in Green Chemistry: Chemical Syntheses Using Microwave Irradiation; AstraZeneca Research Foundation India: Bangalore, India, 2002 (free copy available on request from: azrefi@astrazeneca.com) .
  • 8
    • 0242308610 scopus 로고    scopus 로고
    • Organic Synthesis using Microwaves and Supported Reagents
    • ed. by A. Loupy, Wiley-VCH: Weinheim
    • b) R. S. Varma, Organic Synthesis using Microwaves and Supported Reagents. In Microwaves in Organic Synthesis, ed. by A. Loupy, Wiley-VCH: Weinheim, 2002, p. 181.
    • (2002) Microwaves in Organic Synthesis , pp. 181
    • Varma, R.S.1
  • 18
    • 40449127110 scopus 로고    scopus 로고
    • Representative procedure: In a typical experiment, a 15-mL-sealed tube was charged with benzyl alcohol (0.162g, 1.5 mmol, PhBr (0.157g, 1 mmol, potassium tert-butoxide (0.168 g, 1.5 mmol) and DMSO (2mL, There was no need for inert atmosphere. The mixture was subjected immediately to domestic microwave irradiation (Midea, MP17C-KE, 2450 MHz) at 140 W for 5 min. After cooling, the crude mixture was quenched with 5-mL water and extracted with 2 × 15-mL ether, the combined organic phase was washed with brine, then dried over anhydrous Na2SO4. After removal of the solvent, the residue was purified by the column chromatography on silica gel using hexane as eluent to gave the expected product 115 g, 63, In a cyclization reaction, tert-butoxide is 1.5 equiv. to substrate, and the other operation is the same to the mentioned above
    • 4. After removal of the solvent, the residue was purified by the column chromatography on silica gel using hexane as eluent to gave the expected product (115 g, 63%). (In a cyclization reaction, tert-butoxide is 1.5 equiv. to substrate, and the other operation is the same to the mentioned above).


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