Pd-Catalyzed Site-Selective p-Hydroxyphenyloxylation of Benzylic α-C(sp3)–H Bonds with 1,4-Benzoquinone

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• 作者：Guangjun Song ; Ziwei Zheng ; Yanhui Wang ; Xinhong Yu
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：December 2, 2016
• 年：2016
• 卷：18
• 期：23
• 页码：6002-6005
• 全文大小：351K
• ISSN：1523-7052

文摘

A Pd-catalyzed, site-selective p-hydroxyphenyloxylation of benzylic α-C(sp³)–H bonds with 1,4-benzoquinone using thioamide as a directing group is reported. 1,4-Benzoquinone is employed as the p-hydroxyphenyloxy source without extra oxidants. This method exclusively gives site selectivity at α-C(sp³)–H bonds rather than the usual β-C(sp³)–H bonds through C–H activation mode. The reactions proceed with high functional group tolerance in yields of 42–93%.