Merging Electrochemical Synthesis and Post-Ugi Cyclization for the Synthesis of Diverse 4-Imidazolidinones.
| Autor: | Suwalka D; Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India., Malviya BK; Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India., Verma VP; Department of Chemistry, Banasthali University, Newai-Jodhpuriya Road, Vanasthali, 304022, India., Jassal AK; Department of Chemistry, Indian Institute of Technology, Delhi 110016, New Delhi, India., Sharma S; Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India. |
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| Jazyk: | angličtina |
| Zdroj: | The Journal of organic chemistry [J Org Chem] 2023 Jul 07; Vol. 88 (13), pp. 9199-9212. Date of Electronic Publication: 2023 Jun 25. |
| DOI: | 10.1021/acs.joc.3c00772 |
| Abstrakt: | 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. |
| Databáze: | MEDLINE |
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