Palladium‐Catalyzed Direct Amination of Allylic Alcohols in Aqueous Media. Issue 6 (24th May 2016)

• Record Type: Journal Article
• Authors: Du, Zhengyin; Yan, Yufei; Fu, Ying; Wang, Kehu
• Is Part Of: Asian journal of organic chemistry. Volume 5:Issue 6(2016)
• Page Start: 812
• Page End: 818
• Publication Date: 2016-05-24
• Subjects: allylic alcohols -- amination -- aqueous-phase reaction -- aromatic amines -- N-allylation -- palladium chloride; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201600116
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: Palladium chloride‐catalyzed amination of allylic alcohols with aromatic amines in the presence of triphenylphosphine and trifluoroacetic acid in the aqueous phase gave a wide range of allylamines in good to excellent yields under mild conditions. This protocol has a wide substrate scope and broad functional group tolerance. It is an environmentally friendly and highly atom‐economical method for N ‐allylamine synthesis. A plausible mechanism involving a (π‐allyl)palladium complex intermediate is proposed. Abstract : A'll have some of that : A PdCl2 ‐catalyzed efficient and direct amination of allylic alcohols with aromatic amines to form N ‐allylated amines in moderate to excellent yield in the aqueous phase under mild conditions is developed. It is an economical and environmentally friendly protocol for N ‐allylamine synthesis. The method has a wide substrate scope and broad functional group tolerance.