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Palladium‐Catalyzed Amination of Aryl Sulfides with Aliphatic Amines
Author(s) -
Gao Ke,
Yorimitsu Hideki,
Osuka Atsuhiro
Publication year - 2015
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.201500226
Subject(s) - amination , chemistry , palladium , aryl , catalysis , reactivity (psychology) , organic chemistry , ring (chemistry) , medicinal chemistry , combinatorial chemistry , medicine , alkyl , alternative medicine , pathology
Conditions for the palladium–NHC‐catalyzed amination of aryl sulfides with aliphatic as well as aromatic amines were established. The KHMDS‐mediated amination of heteroaryl sulfides could proceed without palladium. Based on the distinct difference in reactivity of C–Br and C–S bonds, a sequential amination of bromothioanisole can take place to install two different alkylamino groups onto the aromatic ring in one pot.