Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

Title:Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

Volume: 18 Issue: 21

Author(s): Helio M.T. Albuquerque, Clementina M.M. Santos, Jose A.S. Cavaleiro and Artur M.S. Silva

Affiliation:

Keywords: Chalcones, cycloaddition reactions, Michael addition, nitrogen heterocyclic compounds, reactivity, synthetic methods.

Abstract: Chalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The α,β-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the β-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5- and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21^st century in more than 400 publications.

Cite this article as:

Albuquerque M.T. Helio, Santos M.M. Clementina, Cavaleiro A.S. Jose and Silva M.S. Artur, Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles, Current Organic Chemistry 2014; 18 (21) . https://dx.doi.org/10.2174/1385272819666141013224253