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Molecules 2013, 18(5), 5580-5593; doi:10.3390/molecules18055580
Article

Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones

1, 1, 1, 2, 1,* , 1, 1 and 1,*
Received: 25 March 2013 / Revised: 12 May 2013 / Accepted: 13 May 2013 / Published: 15 May 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

A hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of quinazoline (thio)ethers from quinazolin-4(3H)-ones has been developed. Treatment of quinazolin-4(3H)-ones with HCCP, diisopropylethylamine (DIPEA), and thiophenols resulted in formation of the corresponding 4-arylthioquinazoline derivatives in moderate to excellent yields. This method has also been utilized to prepare 4-aryloxyquinazoline and 4-alkoxyquinazoline derivatives using phenols and sodium alkoxides as the nucleophiles.
Keywords: quinazolin-4(3H)-ones; hexachlorocyclotriphosphazene; 4-arylthioquinazolines; 4-aryloxyquinazolines; 4-alkoxyquinazolines quinazolin-4(3H)-ones; hexachlorocyclotriphosphazene; 4-arylthioquinazolines; 4-aryloxyquinazolines; 4-alkoxyquinazolines
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Hu, B.; Zhang, X.; Sheng, L.; Guo, M.; Shen, Z.; Hu, X.; Sun, N.; Mo, W. Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones. Molecules 2013, 18, 5580-5593.

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