Hexachlorocyclotriphosphazene (HCCP)-mediated direct formation of thioethers and ethers from quinazolin-4(3H)-ones
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.
Nucleophilic Heteroaromatic Substitutions. XLII. The Reaction of 5-Methyl-4-Phenoxyquinazoline with Piperidine in Isooctane: Further Evidence for Steric Inhibition of Bifunctional Catalysis
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Mitidieri-Costanza, Angela,Sleiter, Giancarlo
p. 865 - 867
(2007/10/02)
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