Allylic Amination of Internal Alkynes with Aromatic and Aliphatic Amines Using Polymer-Supported Triphenylphosphane-Palladium Complex as a Heterogeneous and Recyclable Catalyst

• Published in: European Journal of Organic Chemistry 2010-09, Vol.2010 (26), p.5071-5076
• Main Authors: Wagh, Yogesh S., Tambade, Pawan J., Sawant, Dinesh N., Bhanage, Bhalchandra M.
• Format: Article
• Language: English
• Subjects: Aliphatic compounds; Alkynes; Allylic compounds; Amina­tion; Catalysis; Catalysts: preparations and properties; Chemistry; Exact sciences and technology; General and physical chemistry; Noncondensed benzenic compounds; Organic chemistry; Palladium; Preparations and properties; Supported catalysts; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201000463

A facile and novel protocol for the allylic amination of internal alkynes with amines by using a polymer‐supported triphenylphosphane–palladium complex [PS–TPP–Pd] as a highly active heterogeneous reusable catalyst was developed. The catalyst exhibited remarkable activity and is reusable over five consecutive cycles. The protocol was applicable for a variety of hindered and functionalized aromatic/aliphatic amines and afforded the desired allylic products in good to excellent yield. An efficient protocol was developed for the synthesis of allylic amines through allylic amination of internal alkynes by using polymer‐supported triphenylphosphane–palladium complex as a heterogeneous recyclable catalyst. The catalyst is widely applicable for the allylation of aromatic and aliphatic amines