Direct Construction of 4-Hydroxybenzils via Para-Selective C–C Bond Coupling of Phenols and Aryl Methyl Ketones

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• 作者：Jia-Chen Xiang ; Yan Cheng ; Miao Wang ; Yan-Dong Wu ; An-Xin Wu
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：September 2, 2016
• 年：2016
• 卷：18
• 期：17
• 页码：4360-4363
• 全文大小：441K
• 年卷期：0
• ISSN：1523-7052

文摘

A highly para-selective C–C bond coupling is presented between phenols C(sp²) and aryl methyl ketones C(sp³), which enables the direct construction of 4-hydroxybenzil derivatives. This practical method exhibits a broad substrate scope and large-scale applicability and represents a general gateway to the hydroxybenzil natural product family. Mechanistic investigations indicated that the combination of HI with DMSO realized the oxidative carbonylation of aryl methyl ketones, while boric acid acted as a dual-functional relay reagent to promote this transformation.