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Letters in Organic Chemistry

Author(s): Sevil Bonabi, Gholamhassan Imanzadeh*, Roghayyeh Asgharzadeh and Zahra Soltanzadeh

DOI: 10.2174/1570178619666220509094205

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K2CO3/TBAB, a Composite of Inorganic and Organic Salts, a Novel and Powerful Media for Regioselective Michael Addition of Dihydropyrimidinones to Acrylic Esters Under and Without Solvent Conditions

Page: [1118 - 1127] Pages: 10

  • * (Excluding Mailing and Handling)

Abstract

Aims: Synthesis of dihydropyrimidinones derivatives.

Background: carrying out reactions in the green route and organic solvent-free conditions.

Objective: Regioselective Michael addition of dihydropyrimidinones to acrylic esters.

Methods: The reaction proceeded in the presence of K2CO3/TBAB, a media of inorganic base K2CO3 and organic ionic salt TBAB (tetrabutylammonium bromide) at 100°C.

Results: A series of new dihydropyrimidinone derivatives using aza-Michael addition reaction were synthesized under solvent-free conditions.

Conclusion: The reaction is characterized by high efficiency, relatively short reaction time, high yields, simple environmentally friendly reaction conditions.

Other: The reaction of acrylic esters with dihydropyrimidinones produced N3-substituted derivative of dihydropyrimidinones with 85-95% yields in 6 h.

Keywords: Regioselective synthesis, dihydropyrimidinones, aza-Michael addition, acrylic esters, solvent conditions, organic salts.

Graphical Abstract

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