兰州大学功能有机分子化学国家重点实验室曾会应团队通过一种新策略实现了酚类与伯醇的邻位选择性烷基化反应。 相关论文于2020年11月9日发表在《德国应用化学》杂志上。

在这项研究中，课题组报道了一种钯催化的、发生在酚类和伯醇之间的邻位选择性烷基化反应，该反应是通过去芳香化-再芳香化的策略实现的，且唯一的副产物是水。这一标准化的反应条件还可兼容许多不同的取代酚类和伯醇。文中还探讨了这一反应的详细机理。

据了解，酚是从药物到高分子在内的许多工业化学品中常见的前体和母核结构。然而，区位选择性取代的酚类化合物的合成具有挑战性，因此急需发展新的用于该目的的合成方法。

附：英文原文

Title: Dearomatization–Rearomatization Strategy for ortho‐Selective Alkylation of Phenols with Primary Alcohols

Author: Huiying Zeng, Jianjin Yu, Chao-Jun Li

Issue&Volume: 09 November 2020

Abstract: Phenols are common precursors and core structures of a variety of industrial chemicals, ranging from pharmaceuticals to polymers. However, the synthesis of site‐specifically substituted phenols is challenging, and thus the development of new methods for this purpose would be highly desirable. Herein, we report a protocol for palladium‐catalyzed  ortho  ‐selective alkylation reactions of phenols with primary alcohols via a dearomatization–rearomatization strategy, with water as the sole by‐product. Various substituted phenols and primary alcohols were compatible with the standard reaction conditions. The detailed mechanism of this transformation was also investigated.

DOI: 10.1002/anie.202010845

Source: https://onlinelibrary.wiley.com/doi/10.1002/anie.202010845