Organic chemistry
Maryam Dashtizadeh; Maryam Khalili; Fatemeh Reghbat; Eshagh Abdi; Zahra Bahadori; Zahra Sadripour; Abdolkarim Zare; Khadijeh Didehban; Seyed Sajad Sajadikhah
Abstract
In this research, a Brønsted acidic ionic liquid namely N1,N1,N2,N2-tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium chloride {[TMBSED][Cl]2} was employed as a highly efficient catalyst for the solvent-free production of some nitrogen- and oxygen-containing heterocyclic compounds including: (i) ...
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In this research, a Brønsted acidic ionic liquid namely N1,N1,N2,N2-tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium chloride {[TMBSED][Cl]2} was employed as a highly efficient catalyst for the solvent-free production of some nitrogen- and oxygen-containing heterocyclic compounds including: (i) polyhydroquinolines (from arylaldehydes, dimedone, β-ketoesters and ammonium acetate), (ii) 3,4-dihydropyrimidin-2-(1H)-ones/thiones (from arylaldehydes, β-ketoesters and urea/thiourea), and (iii) 14-aryl-14H-dibenzo[a,j]xanthenes (from aromatic aldehydes and β-naphthol). In all cases, the heterocycles were obtained in high yields and in short reaction times. The salient features of using [TMBSED][Cl]2 in the reactions, include effectiveness, generality, simple preparation of the catalyst from inexpensive and easy available reactants, achieving the reactions under solvent-free conditions, synthesis of the products with high yields in short reaction times and need to milder conditions compared with many reported methods for the preparation of the aforesaid organic compounds.
Organic chemistry
Abdolkarim Zare; Maryam Dashtizadeh; Maria Merajoddin
Volume 3, Issue 3, pp. 180-282,Serial No. 8 , July 2015, , Pages 208-217
Abstract
A highly efficient, simple and clean solvent-free protocol for the synthesis of polyhydroquinolines is described. The one-pot multi-component condensation reaction between arylaldehydes, dimedone (5,5-dimethylcyclohexane-1,3-dione), β-ketoesters and ammonium acetate in the presence of catalytic ...
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A highly efficient, simple and clean solvent-free protocol for the synthesis of polyhydroquinolines is described. The one-pot multi-component condensation reaction between arylaldehydes, dimedone (5,5-dimethylcyclohexane-1,3-dione), β-ketoesters and ammonium acetate in the presence of catalytic amount of (2.5 mol%) melamine trisulfonic acid (MTSA) as a recyclable, green and attractive sulfonic acid-containing catalyst at 60 °C affords the title compounds in high yields (83-98%) and short reaction times (3-30 min). The advantages of this method are efficiency, generality, high yield, short reaction time, cleaner reaction profile, simplicity, recyclability of the catalyst, ease of product isolation, and good compliance with the green chemistry protocols.