Institute of Chemical Sciences, School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh, EH14 4AS, UK.
GlaxoSmithKline, Gunnels Wood Rd, Stevenage SG1 2NY, UK.
Chem Soc Rev. 2022 Feb 21;51(4):1415-1453. doi: 10.1039/d1cs01168e.
The quest to find milder and more sustainable methods to generate highly reactive, carbon-centred intermediates has led to a resurgence of interest in radical chemistry. In particular, carboxylic acids are seen as attractive radical precursors due their availability, low cost, diversity, and sustainability. Moreover, the corresponding nucleophilic carbon-radical can be easily accessed through a favourable radical decarboxylation process, extruding CO as a traceless by-product. This review summarizes the recent progress on using carboxylic acids directly as convenient radical precursors for the formation of carbon-carbon bonds the 1,4-radical conjugate addition (Giese) reaction.
为了寻找更温和、更可持续的方法来生成高反应性的碳中心中间体,人们重新对自由基化学产生了兴趣。特别是,羧酸因其易得、低成本、多样性和可持续性而被视为有吸引力的自由基前体。此外,相应的亲核碳自由基可以通过有利的自由基脱羧反应很容易地获得,作为无痕迹的副产物挤出 CO。本综述总结了使用羧酸直接作为方便的自由基前体形成碳-碳键的最新进展,即 1,4-自由基共轭加成(Giese)反应。