Yamamoto Yuki, Kodama Shintaro, Nomoto Akihiro, Ogawa Akiya
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan.
Org Biomol Chem. 2022 Dec 14;20(48):9503-9521. doi: 10.1039/d2ob01421a.
In recent years, the development of environmentally benign molecular construction methods has been of great importance, and especially, resource recycling, high atomic efficiency, and low environmental impact are in high demand. From this point of view, attention has also been focused on the development of one-pot synthesis of pharmaceuticals and functional molecules. Imines are excellent synthetic intermediates of these useful molecules, and the environmentally friendly oxidative synthesis of imines from amines has been energetically developed using oxygen (or air), which is abundantly available on the Earth, as an oxidant. This review focuses on the latest innovative and green oxidation systems of amines to imines under atmospheric oxygen, and their application to one-pot/eco-friendly and sustainable synthesis of pharmaceuticals and functional molecules. In particular, catalytic systems that activate molecular oxygen are categorized and described in detail as transition metal catalytic systems, photoirradiated catalytic systems, and organocatalytic systems.
近年来,环境友好型分子构建方法的发展具有重要意义,特别是资源循环利用、高原子效率和低环境影响备受关注。从这一角度来看,一锅法合成药物和功能分子的发展也受到了关注。亚胺是这些有用分子的优良合成中间体,利用地球上丰富的氧气(或空气)作为氧化剂,已经大力开展了从胺类进行环境友好型氧化合成亚胺的研究。本综述聚焦于在大气氧条件下将胺氧化为亚胺的最新创新绿色氧化体系,以及它们在药物和功能分子的一锅法/环境友好型可持续合成中的应用。特别地,将活化分子氧的催化体系分类并详细描述为过渡金属催化体系、光辐照催化体系和有机催化体系。