Palladium-Catalyzed Divergent Regioselective Homocoupling and Hydroxylation of 3-Arylbenzo[d]isoxazoles

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• 作者：Ying Guo ; Kun-Kun Yu ; Li-Hao Xing ; Hong-Wei Liu ; Wei Wang and Ya-Fei Ji
• 刊名：Advanced Synthesis & Catalysis
• 出版年：2017
• 出版时间：February 2, 2017
• 年：2017
• 卷：359
• 期：3
• 页码：410-418
• 全文大小：1832K
• ISSN：1615-4169

文摘

Palladium-catalyzed oxidative homocoupling and hydroxylation of 3-arylbenzo[d]isoxazoles have been developed via direct C(sp²)−H bond activation using benzoisoxazoles as a new directing group. The protocols offer a divergent approach to functionalized, synthetically useful benzoisoxazoles in good yields. Critically, 1-iodo-4-methoxybenzene functions as an oxidant to mediate the dehydrogenative homocoupling and minimize the cross-coupling. A dual-core dimeric palladacycle intermediate is confirmed by X-ray crystallography, and serves as an active catalytic species in the catalytic cycles.