Biginelli Condensation Reaction

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CHAPTER III BIGINELLI REACTION INTRODUCTION Dihydropyrimidinones (DHPMs), commonly known as Biginelli compounds, have attained unprecedented attention due to its greater biological, pharmaceutical and therapeutic properties. In 1893, Pietro Biginelli reported the first synthesis of 3,4-dihydroprimidin-2(1H)ones (DHPM) by a very simple multi-component one-pot condensation reaction of an aromatic aldehyde, urea and ethyl acetoacetate in ethanolic solution1 (Scheme 1.1). This efficient approach to partly reduced pyrimidines, termed the Biginelli reaction or condensation, was largely ignored in the following years, and therefore, also the synthetic potential of these multi-functionalized dihydropyrimidines remained unexplored. In recent years, however, interest in these compounds has increased rapidly, and the scope of the original cyclocondensation reaction has been widely extended by variation of all three components. Scheme 1.1. Classical Biginelli condensation reaction 1. Biginelli, P. Gazz. Chim. Ital.1893, 23, 360. Multi-component reactions…show more content…
Wang, H.-L. Ye, Z.-J. Qaun, X.-C. Wang, One-pot synthesisof benzoquinoline and coumarin derivatives using Meldrum’s acidin three-component reactions, Res. Chem. Intermed. 39 (2013)2357–2367. [3] M.D. Burke, S.L. Schreiber, A planning strategy for diversity-oriented synthesis, Angew. Chem. Int. Ed. 43 (2004) 46–58. The simple MCR for dihydropyrimidinone synthesis reported by Biginelli is being extensively exploited nowadays to have the maximum benefit to the scientific field especially in biological field. The synthesis and utilization of these multi-disciplined moieties is in full swing for the last few decades, which is clearly evident from the increasing number of publications and patents. The properties of these compounds can be changed considerably by varying the reactants of the reaction, which is of profound interest to contemporary scientific community. 1.2 Biological Activity of Biginelli

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