2026-04-13T04:58:59Zhttps://recercat.cat/oai/requestoai:recercat.cat:2072/3059242026-01-15T14:12:33Zcom_2072_300912com_2072_4427col_2072_301309
NH-Heterocyclic Aryliodonium Salts and their Selective Conversion into N1-Aryl-5-iodoimidazoles
Wu, Yichen
Izquierdo, Susana
Vidossich, Pietro
Lledos, Agustí
Shafir, Alexandr
<p> <span lang="EN-US" style="margin: 0px; color: rgb(0, 0, 170); font-family: "Cambria",serif; font-size: 12pt;">The synthesis of N-arylimidazoles substituted at the sterically encumbered 5-position is a challenge for modern synthetic approaches. A new family of imidazolyl aryliodonium salts is reported, which serve as a stepping stone on the way to selective formation of N1-aryl-5-iodoimidazoles. Iodine acts as a “universal” placeholder poised for replacement by aryl substituents. These new λ<sup>3</sup>-iodanes are produced by treating the NH-imidazole with ArI(OAc)<sub>2</sub>, and are converted to N1-aryl-5-iodoimidazoles by a selective copper-catalyzed aryl migration. The method tolerates a variety of aryl fragments and is also applicable to substituted imidazoles.</span></p>
2018-01-15T16:03:58Z
2018-02-15T10:28:57Z
2024-04-23T10:35:30Z
2018-01-15T16:03:58Z
2018-02-15T10:28:57Z
2024-04-23T10:35:30Z
2018-01-15T16:03:58Z
2018-02-15T10:28:57Z
2024-04-23T10:35:30Z
2016
info:eu-repo/semantics/article
http://hdl.handle.net/2072/305924
https://doi.org/10.1002/anie.201602569
eng
Angew. Chem. Int. Ed.
CTQ2013-46705-R
SEV-2013-0319
CTQ2014-54071-P 2014
SGR 1192
MINECO
AGAUR
cellex Foundation
I+D+I Severo Ochoa Excellence Accreditation 2014–2018
info:eu-repo/semantics/openAccess
Wiley
RECERCAT (Dipòsit de la Recerca de Catalunya)