Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 20-21, Pages 2609-2614Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800111
Keywords
Chiral sulfinyl imines; Heck reaction; Homogeneous catalysis; One-pot process; Isomerization; Sulfinamides
Categories
Funding
- Ministerio de Ciencia e Innovacion (MCINN
- projects CONSOLIDER INGENIO) [2010-CDS2007-00006, CTQ2011-24165]
- Ministerio de Economia y Competitividad (MINECO) [CTQ2014-53695-P, CTQ2014-51912-REDC, CTQ2016-81797-REDC, CTQ2017-85093-P]
- FEDER
- Generalitat Valenciana [PROMETEO 2009/039, PROMETEOII/2014/017]
- University of Alicante
- Ministere de l'Enseignement Superieur et de la Recherche Scientifique Algerienne
- Direction de la Cooperation et des Echanges Interuniversitaires
- Programme de Formation Residentielle a l'Etranger au titre de l'annee universitaire: Programme National Exceptionnel (PNE)
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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.
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