Merging Electrochemical Synthesis and Post-Ugi Cyclization for the Synthesis of Diverse 4-Imidazolidinones.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
07 Jul 2023
Historique:
medline: 26 6 2023
pubmed: 26 6 2023
entrez: 26 6 2023
Statut: ppublish

Résumé

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.

Identifiants

pubmed: 37357409
doi: 10.1021/acs.joc.3c00772
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

9199-9212

Auteurs

Dinesh Suwalka (D)

Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India.

Bhanwar Kumar Malviya (BK)

Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India.

Ved Prakash Verma (VP)

Department of Chemistry, Banasthali University, Newai-Jodhpuriya Road, Vanasthali, 304022, India.

Amanpreet Kaur Jassal (AK)

Department of Chemistry, Indian Institute of Technology, Delhi 110016, New Delhi, India.

Siddharth Sharma (S)

Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India.

Classifications MeSH