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Volumn 5, Issue 12, 2003, Pages 2169-2171

Microwave-assisted synthesis of diaryl ethers without catalyst

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; PHENOL DERIVATIVE;

EID: 0141630561     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0346436     Document Type: Article
Times cited : (93)

References (31)
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  • 18
    • 0041728879 scopus 로고    scopus 로고
    • For a recent report on the synthesis of dinaphthyl ethers, see: Wipf, P. ; Lynch, S. M. Org. Lett. 2003, 5, 1155.
    • (2003) Org. Lett. , vol.5 , pp. 1155
    • Wipf, P.1    Lynch, S.M.2
  • 24
    • 0036206328 scopus 로고    scopus 로고
    • For reports on the use of microwave irradiation in the synthesis of aromatic ethers, see: (a) Chaouchi, M.; Loupy, A.; Marque, S.; Petit, A. Eur. J. Org. Chem. 2002, 1278. (b) Bogdal, D.; Pielichowski, J.; Boron, A. Synth. Commun. 1998, 28, 3029. (c) Fan, L.; Zhang, Y.; Wang, Y.; Liu, J.; Ma, M.; Chen, S. Huaxue Yanjiu Yu Yingyong 2001, 13, 336.
    • (2002) Eur. J. Org. Chem. , pp. 1278
    • Chaouchi, M.1    Loupy, A.2    Marque, S.3    Petit, A.4
  • 25
    • 0031904037 scopus 로고    scopus 로고
    • For reports on the use of microwave irradiation in the synthesis of aromatic ethers, see: (a) Chaouchi, M.; Loupy, A.; Marque, S.; Petit, A. Eur. J. Org. Chem. 2002, 1278. (b) Bogdal, D.; Pielichowski, J.; Boron, A. Synth. Commun. 1998, 28, 3029. (c) Fan, L.; Zhang, Y.; Wang, Y.; Liu, J.; Ma, M.; Chen, S. Huaxue Yanjiu Yu Yingyong 2001, 13, 336.
    • (1998) Synth. Commun. , vol.28 , pp. 3029
    • Bogdal, D.1    Pielichowski, J.2    Boron, A.3
  • 26
    • 0141664564 scopus 로고    scopus 로고
    • For reports on the use of microwave irradiation in the synthesis of aromatic ethers, see: (a) Chaouchi, M.; Loupy, A.; Marque, S.; Petit, A. Eur. J. Org. Chem. 2002, 1278. (b) Bogdal, D.; Pielichowski, J.; Boron, A. Synth. Commun. 1998, 28, 3029. (c) Fan, L.; Zhang, Y.; Wang, Y.; Liu, J.; Ma, M.; Chen, S. Huaxue Yanjiu Yu Yingyong 2001, 13, 336.
    • (2001) Huaxue Yanjiu Yu Yingyong , vol.13 , pp. 336
    • Fan, L.1    Zhang, Y.2    Wang, Y.3    Liu, J.4    Ma, M.5    Chen, S.6
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    • note
    • Typical procedure. The appropriate aryl halide (10 mmol), the phenol (10-12 mmol), and anhydrous potassium carbonate (20 mmol) were sequentially added to 50 mL of DMSO (A.R. grade without any previous workup). The reaction was found not to be sensitive to air and moisture, hence there was no need for inert atmosphere. With use of a microwave power of 300 W, the reaction mixture was ramped from room temperature to the boiling point of DMSO over 30-40 s, and then held at this refluxing temperature for another 5-10 min until complete consumption of starting material (GC monitoring). After being cooled to room temperature, the resulting mixture was mixed with an ample amount of ice water to precipitate the products and the solution was stirred for 30 min. Normal workup afforded the pure diaryl ether.


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