Hydroxyl group-directed, tartaric acid-catalyzed synthesis of meta-functionalized aryl ethers and phenols through domino conjugate addition/aromatization of para-quinols

Literature Information

Publication Date 2021-10-02
DOI 10.1039/D1QO01078F
Impact Factor 5.281
Authors

Guo-Shu Chen, Jia-Hui Li, Shu-Jie Chen, Wen-Xia Lin, Hai Ren, Dong-Sheng Deng, Yun-Lin Liu


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Abstract

A tartaric acid-catalyzed three-component reaction of para-quinols, organoboronic acids, and alcohols is reported, leading to meta-alkenylated aryl alkyl ether in a single step. Moreover, meta-functionalized phenols could also be obtained in the absence of alcohols. Initial mechanistic studies indicated that the free hydroxy group of p-quinol plays a vital role in initiating the conjugate addition.

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Organic Chemistry Frontiers
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