An efficient protocol for multicomponent stereoselective synthesis of 3-amino-2(1H)-pyridinones using CeCl(3)center dot 7H(2)O/NaI as a reaction promoter

作者：Yadav Lal Dhar S^*; Kapoor Ritu

来源：Synlett, 2008, (15): 2348-2354.

DOI：10.1055/s-2008-1078272

• multicomponent reaction
• Lewis acid
• chalcones
• heterocycles
• stereoselective synthesis

An efficient and convenient diastereoselective synthesis of 3-amino-2(1H)-pyridjnones by CeCl(3)center dot 7H(2)O/NaI-promoted [3+2+1] three-component coupling reactions of chalcones, 2-phenyl-1,3-oxazolon-5-one, and amines is reported. The protocol involves sequential Michael addition, condensation, ring transformation, and acid hydrolysis. Operational simplicity. ambi- ent temperature, high yields, and diastereoselectivity are the key features of the present synthetic protocol. The reaction is an excellent illustration of Ce(III)-catalyzed C-C and C-N bond formations in a one-pot procedure.

• 出版日期2008-9-15