Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclic diamides

Journal Title: Iranian Chemical Communication - Year 2014, Vol 2, Issue 3

Abstract

In this research work, we report the synthesis of macrocyclic diamides from the reaction of diesters and aliphatic diamines in the presence of caesium carbonate. It has been demonstrated that among the carbonate of alkali metals (Li2CO3, Na2CO3, K2CO3 and CS2CO3), CS2CO3 appear to be the best catalyst for macrocyclization. Diesters with different substitution patterns on the aromatic ring reacted smoothly with diamines under optimal conditions, affording the corresponding macrocycles in high yields. Introducing a rigid group (e.g., sulfone) on the substrate led to somewhat decreased yield. Various substrates proved to be suitable for this macrocyclization reaction, especially, the flexible ones.

Authors and Affiliations

Esmael Rostami, Maryam Bagherzadeh, Akram Khodadadi, Ay Soda Ghobadpoor, Fatemeh Dehghani, Zahra Heidari, Mahmood Feraidooni

Keywords

Related Articles

Ni2+ supported on hydroxyapatite-core@shell γ-Fe2O3 nanoparticles as new and green catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free condition

The aim of this research is to study Ni2+ supported on hydroxyapatite-core-shell magnetic γ-Fe2O3 nanoparticles (γ-Fe2O3@HAp-Ni2+) as a green and recyclable catalyst for the Biginelli reaction under solvent-free conditio...

Essential oil composition of Cleome heratensis (Capparaceae) at different growing stages

In this study, the essential oil content in the aerial parts of Cleome heratensis which is growing in the east of Iran was investigated. The aerial parts of the plant were collected from the late August to October 2014,...

Three-component procedure for the synthesis of new chiral spirooxindolopyrrolizidines via catalytic highly enantioselective 1,3-dipolar cycloaddition

The catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reaction of azomethine ylides, derived from isatin,...

Furocoumarins from Heracleum rawianum in Iran

The species Heracleum rawianum belongs to Apiaceae, is one of the native species in Iran. The leaves and fruits of Heracleum rawianium are used traditionally in Iran as flavouring agent and spice for food. In the present...

An improved structure models to explain retention behavior of atmospheric nanoparticles

The quantitative structure-retention relationship (QSRR) of nanoparticles in roadside atmosphere against the comprehensive two-dimensional gas chromatography which was coupled to high-resolution time-of-flight mass spect...

Download PDF file
  • EP ID EP258500
  • DOI -
  • Views 115
  • Downloads 0

How To Cite

Esmael Rostami, Maryam Bagherzadeh, Akram Khodadadi, Ay Soda Ghobadpoor, Fatemeh Dehghani, Zahra Heidari, Mahmood Feraidooni (2014). Caesium carbonate as a highly efficient catalyst for the synthesis of macrocyclic diamides. Iranian Chemical Communication, 2(3), 187-195. https://europub.co.uk/articles/-A-258500