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

89119

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

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 Pd(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.
Anahtar Kelimeler:

Tetrahydropyrimidinium salt, Buchwald--Hartwig amination, microwave irradiation, palladium catalysis, N-heterocyclic carbene

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

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 Pd(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,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
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