Palladium‐Catalyzed Amination of Aryl Sulfides with Aliphatic Amines. Issue 12 (6th March 2015)

• Record Type: Journal Article
• Authors: Gao, Ke; Yorimitsu, Hideki; Osuka, Atsuhiro
• Is Part Of: European journal of organic chemistry. Issue 12(2015)
• Page Start: 2678
• Page End: 2682
• Publication Date: 2015-03-06
• Subjects: Synthetic methods -- Homogeneous catalysis -- Amination -- Arylation -- Sulfur -- Carbene ligands -- Palladium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500226
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: 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. Abstract : A palladium–NHC precatalyst shows high efficiency for C–S bond cleavage for the amination of aryl sulfides with aliphatic amines or aromatic amines.