4.5 Article

Direct Access to N-tert-Butanesulfinyl Imines from Aryl Iodides, Alkenyl Alcohols, and N-tert-Butanesulfinamide

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2018, 期 20-21, 页码 2609-2614

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201800111

关键词

Chiral sulfinyl imines; Heck reaction; Homogeneous catalysis; One-pot process; Isomerization; Sulfinamides

资金

  1. Ministerio de Ciencia e Innovacion (MCINN
  2. projects CONSOLIDER INGENIO) [2010-CDS2007-00006, CTQ2011-24165]
  3. Ministerio de Economia y Competitividad (MINECO) [CTQ2014-53695-P, CTQ2014-51912-REDC, CTQ2016-81797-REDC, CTQ2017-85093-P]
  4. FEDER
  5. Generalitat Valenciana [PROMETEO 2009/039, PROMETEOII/2014/017]
  6. University of Alicante
  7. Ministere de l'Enseignement Superieur et de la Recherche Scientifique Algerienne
  8. Direction de la Cooperation et des Echanges Interuniversitaires
  9. Programme de Formation Residentielle a l'Etranger au titre de l'annee universitaire: Programme National Exceptionnel (PNE)

向作者/读者索取更多资源

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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