University of Coimbra, Coimbra Chemistry Centre-Institute of Molecular Sciences and Department of Chemistry, 3004-535 Coimbra, Portugal.
Molecules. 2022 Feb 15;27(4):1304. doi: 10.3390/molecules27041304.
Diels-Alder cycloaddition reaction is one of the most powerful strategies for the construction of six-membered carbocyclic and heterocyclic systems, in most cases with high regio- and stereoselectivity. In this review, an insight into the most relevant advances on sustainable Diels-Alder reactions since 2010 is provided. Various environmentally benign solvent systems are discussed, namely bio-based derived solvents (such as glycerol and gluconic acid), polyethylene glycol, deep eutectic solvents, supercritical carbon dioxide, water and water-based aqueous systems. Issues such as method's scope, efficiency, selectivity and reaction mechanism, as well as sustainability, advantages and limitations of these reaction media, are addressed.
Diels-Alder 环加成反应是构建六元碳环和杂环系统的最强大策略之一,在大多数情况下具有高区域和立体选择性。本文综述了 2010 年以来可持续 Diels-Alder 反应的最新进展。讨论了各种环境友好型溶剂体系,即生物基衍生溶剂(如甘油和葡萄糖酸)、聚乙二醇、深共晶溶剂、超临界二氧化碳、水和水基水体系。讨论了这些反应介质的方法范围、效率、选择性和反应机理以及可持续性、优点和局限性等问题。