Synthesis of tetrahydropyrimidinium salts and their in situ catalytic activities towards the Buchwald--Hartwig amination reaction under microwave irradiation

Authors : Liangru YANG, Huanyu BIAN, Wenpeng MAI, Pu MAO, Yongmei XIAO, Dong WEI, Lingbo QU

Pages : 121-129

Doi:10.3906/kim-1404-67

View : 16 | Download : 11

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A series of asymmetrical substituted tetrahydropyrimidinium salts and different kinds of bridged bis-tetrahydropyrimidinium salts were prepared through the quaterization of tetrahydropyrimidine or the dehydrogenation of hexahydropyrimidine. They were characterized and used as NHC precursors in the palladium catalyzed Buchwald--Hartwig amination reaction. The in situ formed catalytic system Pdinsert ignore into journalissuearticles values(OAc);2/tetrahydropyrimidinium and tBuOK catalyzed the amination of heteroaryl halides and heterocyclic amines effectively, producing the heterocyclic amine functionalized heteroaryl derivatives in high yields.
Keywords : Tetrahydropyrimidinium salt, Buchwald Hartwig amination, microwave irradiation, palladium catalysis, N heterocyclic carbene