Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India.
Department of Chemistry, Banasthali University, Newai-Jodhpuriya Road, Vanasthali, 304022, India.
J Org Chem. 2023 Jul 7;88(13):9199-9212. doi: 10.1021/acs.joc.3c00772. Epub 2023 Jun 25.
Despite the appreciation for electro-organic synthesis, postmulticomponent reaction transformation chemistry rarely exploits this powerful technology. Herein, we explore post-Ugi cyclization reactions using N-centered radical-mediated intramolecular ipso cyclization to synthesize diverse spirocyclic variants of 4-imidazolidinones through the use of electrochemically generated amidyl radicals from the bis-amides of the Ugi adducts. This protocol features an undivided cell setup under constant-current conditions with carbon-platinum electrodes. These metal- and reagent-free reactions are scalable and have broad substrate scope.
尽管人们对电有机合成很感兴趣,但多组分反应后的转化化学很少利用这种强大的技术。在此,我们探索了使用 N 中心自由基介导的分子内反位环化的 Ugi 环化反应后,通过使用电生成的酰胺基自由基从 Ugi 加合物的双酰胺合成 4-咪唑烷酮的各种螺环变体。该方案采用无分割池设置,在恒流条件下使用碳-铂电极。这些无金属和试剂的反应具有可扩展性和广泛的底物范围。