Novel ionic liquid supported-multicomponent reaction toward chimeric bis-heterocycles.
A novel multicomponent reaction between IL-anchored 2-aminobenzoimidazoles, aldehydes, and electron-deficient dienophiles has been explored. The strategy was utilized to develop a rapid parallel synthesis for novel bis-heterocyclic skeleton of benzimidazole-linked dihydropyrimidine on an ionic liquid support. This multicomponent reaction is compatible with a wide range of substrates and furnishes the new chimeric scaffolds with high purity and excellent yields. Use of the ionic liquid as a soluble support facilitates purification by simple precipitation along with advantages like high loading capacity, homogeneous reaction conditions, and monitoring of the reaction progress by conventional NMR spectroscopy.
Department of Applied Chemistry, National Chiao Tung University, Hsinchu 300-10, Taiwan.
Chih-Hau
CH
Chen
Chan-Yu
CY
Chen
Po-Tsung
PT
Lin
Chung-Ming
CM
Sun
D001562:Benzimidazoles / Q000737:chemistry; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D058115:Lewis Bases / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry
D001562:Benzimidazoles; D006571:Heterocyclic Compounds; D052578:Ionic Liquids; D058115:Lewis Bases; D011743:Pyrimidines; C030986:pyrimidine