Hydroxyl group-directed, tartaric acid-catalyzed synthesis of meta-functionalized aryl ethers and phenols through domino conjugate addition/aromatization of para-quinols. Issue 24 (12th October 2021)

• Record Type: Journal Article
• Authors: Chen, Guo-Shu; Li, Jia-Hui; Chen, Shu-Jie; Lin, Wen-Xia; Ren, Hai; Deng, Dong-Sheng; Liu, Yun-Lin
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 24(2021)
• Page Start: 6851
• Page End: 6856
• Publication Date: 2021-10-12
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01078f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A tartaric acid-catalyzed three-component reaction of para -quinols, organoboronic acids, and alcohols affords meta -alkenylated aryl alkyl ether in good yields. In the absence of alcohols, meta -functionalized phenols could be obtained selectively. 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.