Direct Access to N‐tert‐Butanesulfinyl Imines from Aryl Iodides, Alkenyl Alcohols, and N‐tert‐Butanesulfinamide
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http://hdl.handle.net/10045/76208
| Title: | Direct Access to N‐tert‐Butanesulfinyl Imines from Aryl Iodides, Alkenyl Alcohols, and N‐tert‐Butanesulfinamide |
|---|---|
| Authors: | Ikhlef, Sofiane | Behloul, Cherif | Lahosa, Alejandro | Foubelo, Francisco | Yus, Miguel |
| Research Group/s: | Síntesis Asimétrica (SINTAS) |
| Center, Department or Service: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
| Keywords: | Chiral sulfinyl imines | Heck reaction | Homogeneous catalysis | One-pot process | Isomerization | Sulfinamides |
| Knowledge Area: | Química Orgánica |
| Issue Date: | 7-Jun-2018 |
| Publisher: | Wiley-VCH Verlag GmbH & Co. KGaA |
| Citation: | European Journal of Organic Chemistry. 2018, 20-21: 2609-2614. doi:10.1002/ejoc.201800111 |
| Abstract: | The reaction of aryl iodides, N‐tert‐butanesulfinamide, and allyl or homoallyl alcohol in the presence of a catalytic amount of Pd(OAc)2, NaHCO3 as a base, and TBAB leads to the formation of N‐tert‐butanesulfinyl imines in moderate yields. In this one‐pot process, a sequential Heck‐type arylation of the alkenol, isomerization of the double bond, and imine formation take place. |
| Sponsor: | We thank our Ministerio de Ciencia e Innovación (MCINN; projects CONSOLIDER INGENIO 2010-CDS2007-00006, CTQ2011-24165), the Ministerio de Economía y Competitividad (MINECO; project CTQ2014-53695-P, CTQ2014-51912-REDC, CTQ2016-81797-REDC, CTQ2017-85093-P), the FEDER, the Generalitat Valenciana (PROMETEO 2009/039, PROMETEOII/2014/017), the University of Alicante, the Ministère de l'Enseignement Supérieur et de la Recherche Scientifique Algérienne, Direction de la Coopération et des Echanges Interuniversitaires, Programme de Formation Résidentielle à l'Étranger au titre de l'année universitaire 2016/2017: Programme National Exceptionnel (PNE) for continued financial support. |
| URI: | http://hdl.handle.net/10045/76208 |
| ISSN: | 1434-193X (Print) | 1099-0690 (Online) |
| DOI: | 10.1002/ejoc.201800111 |
| Language: | eng |
| Type: | info:eu-repo/semantics/article |
| Rights: | © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim |
| Peer Review: | si |
| Publisher version: | https://doi.org/10.1002/ejoc.201800111 |
| Appears in Collections: | INV - SINTAS - Artículos de Revistas |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
 2018_Ikhlef_etal_EurJOrgChem_final.pdf | Versión final (acceso restringido) | 952,66 kB | Adobe PDF | Open Request a copy |
 2018_Ikhlef_etal_EurJOrgChem_accepted.pdf | Accepted Manuscript (acceso abierto) | 1,19 MB | Adobe PDF | Open Preview |
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