Lu Sixian, Chen Xingyu, Chang Xiaoqiang, Zhang Shuaichen, Zhang Dong, Zhao Yifan, Yang Lan, Ma Yue, Sun Peng
Institute of Chinese Materia Medica and Artemisinin Research Center, Academy of Chinese Medical Sciences Beijing 100700 China
School of Pharmacy, Chengdu University Chengdu Sichuan 610106 China.
RSC Adv. 2023 Jan 23;13(5):3329-3332. doi: 10.1039/d2ra07919d. eCollection 2023 Jan 18.
The development of efficient catalytic reactions with excellent atom and step economy employing sustainable catalysts is highly sought-after in chemical synthesis to reduce the negative effects on the environment. The most commonly-used strategy to construct allylic compounds relies on the transition-metal-catalysed nucleophilic substitution reaction of allylic alcohol derivatives. These syntheses exhibit good yield and selectivity, albeit at the expense of toxic and expensive catalysts and extra steps. In this paper, we report a transition-metal-free arylation and alkenylation reaction between unprotected allylic alcohols and boronic acids. The reactions were performed with B(CF) as the catalyst in toluene, and corresponding products were obtained in 23-92% yields. The reaction has mild conditions, scalability, excellent atom and step economy.
在化学合成中，为减少对环境的负面影响，采用可持续催化剂开发具有出色原子经济性和步骤经济性的高效催化反应备受关注。构建烯丙基化合物最常用的策略依赖于烯丙醇衍生物的过渡金属催化亲核取代反应。这些合成方法具有良好的产率和选择性，尽管代价是使用有毒且昂贵的催化剂以及额外的步骤。在本文中，我们报道了未保护的烯丙醇与硼酸之间的无过渡金属芳基化和烯基化反应。该反应以B(CF)为催化剂在甲苯中进行，相应产物的产率为23 - 92%。该反应条件温和、可扩展性强，具有出色的原子经济性和步骤经济性。
