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Direct Access to N ‐ tert ‐Butanesulfinyl Imines from Aryl Iodides, Alkenyl Alcohols, and N ‐ tert ‐Butanesulfinamide
Author(s) -
Ikhlef Sofiane,
Behloul Cherif,
Lahosa Alejandro,
Foubelo Francisco,
Yus Miguel
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800111
Subject(s) - chemistry , isomerization , aryl , imine , medicinal chemistry , catalysis , alcohol , base (topology) , organic chemistry , alkyl , mathematical analysis , mathematics
The reaction of aryl iodides, N ‐ tert ‐butanesulfinamide, and allyl or homoallyl alcohol in the presence of a catalytic amount of Pd(OAc) 2 , NaHCO 3 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.