Brégent Thibaud, Bouillon Jean-Philippe, Poisson Thomas
Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France.
Institut Universitaire de France, 1 rue Descartes, 75231 Paris, France.
Org Lett. 2020 Oct 2;22(19):7688-7693. doi: 10.1021/acs.orglett.0c02894. Epub 2020 Sep 18.
The -thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)/-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the → isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.
报道了在蓝光照射下，Cu(OAc)/-BINAP配合物催化α-和β-取代肉桂酸酯衍生物的热力学异构化反应。使用恶唑烷酮模板有利于铜催化剂与底物络合，从而在简单且稳定的反应条件下，以良好至优异的比例实现催化形成的发色团的→异构化。还研究了基于发色团瞬态形成的该过程的机理。
