期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 12, 页码 4174-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja808622z
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The palladium-catalyzed oxidative coupling of pyrido- and benzotriazol-1-yloxyquinazolines and -thienopyrimidines with aryl boronic acids in the presence of Pd(PPh3)(4) and Cs2CO3 under oxygen in DME containing 0.4-0.8% water for the preparation of heteroaryl ethers is described. These transformations of triazol-1-yloxy reagents demonstrate excellent O-chemoselective control under mild conditions and good yields. Mechanistic studies based on O-18 labeling indicate that phenols as intermediates in SNAr reactions with ethers are formed in oxidative and nonoxidative pathways.
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