QUINAZOLINES. I. THE INTERACTION OF 2,4-DICHLOROQUINAZOLINE WITH SODIUM ALCOHOLATES AND SODIUM PHENATES WITH THE REPLACEMENT OF ONE HALOGEN TO FORM HALOGEN-OXYGEN ETHERS
Hexachlorocyclotriphosphazene (HCCP)-Mediated Direct Formation of Thioethers and Ethers from Quinazolin-4(3H)-ones
作者:Baoxiang Hu、Xiaochu Zhang、Lili Sheng、Ming Guo、Zhenlu Shen、Xinquan Hu、Nan Sun、Weimin Mo
DOI:10.3390/molecules18055580
日期:——
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.
168. Attempts to find new antimalarials. Part XXII
作者:M. J. S. Dewar
DOI:10.1039/jr9440000619
日期:——
One-Pot Etherification of Purine Nucleosides and Pyrimidines
作者:Hari Prasad Kokatla、Mahesh K. Lakshman
DOI:10.1021/ol101655h
日期:2010.10.15
A one-pot synthesis of ethers derived from inosine, guanosine, 2'-deoxyguanosine, and pyrimidinones is described Exposure of the heterocycle to 1H-benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and Cs2CO3 produces a reactive intermediate, which is converted to the desired ether by subsequent addition of an appropriate alcohol or phenol and Cs2CO3. Although rapid formation of HMPA from BOP can occur in the presence of an alcohol and base, as demonstrated by the reaction with methanol, under appropriate conditions these heteroaryl ethers can be efficiently synthesized