Functionalized Allyl Aryl Ether Synthesis from Benzoic Acids Using a Dearomatization and Decarboxylative Allylation Approach

被引：5

作者：

Hsieh, Cheng-En ^{[1
]}

Jiang, Yu-Min ^{[1
]}

Chou, Chih-Ming ^{[1
]}

机构：

[1] Natl Univ Kaohsiung, Dept Appl Chem, 700 Kaohsiung Univ Rd, Kaohsiung 81148, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 02期

关键词：

RADICAL CYCLIZATION; RAPID ACCESS; ETHERIFICATION; REARRANGEMENT; CONSTITUENTS; DERIVATIVES; GENERATION; PHENOL;

D O I：

10.1021/acs.joc.8b02487

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A strategy toward the preparation of substituted allyl aryl ethers from benzoic acids via a dearomatization and decarboxylative allylation (DcA) reaction is presented. The benzoic acids undergo a dearomatization to give alkylated 2,5-cyclohexadienyl ketoesters which are subjected to a palladium-catalyzed DcA reaction, providing a variety of functionalized allyl aryl ethers. In addition, the combination of a resonance stabilized DcA reaction with a Claisen rearrangement for the synthesis of multisubstituted phenols and applying to dihydroplicatin B derivative synthesis is also presented.

引用

页码：653 / 665

页数：13

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