Application of Cyclohexane‐1,3‐diones in the Synthesis of Six‐Membered Nitrogen‐Containing Heterocycles

Abstract

Cyclohexane‐1,3‐dione and its derivatives are imperative precursors in synthetic organic chemistry as they are useful intermediates for the synthesis of a wide range of biologically active natural products, heterocycles and pharmaceuticals. Recently, cyclohexane‐1,3‐diones have been used for the synthesis of varied array of six‐membered nitrogen‐containing heterocycles in the presence of aldehydes, acetoacetic esters, malononitrile, chalcones, coumarins, acetophenones, amino acids, amines, etc. under catalytic and non‐catalytic conditions. Newest studies on the importance of these heterocycles motivated us to compile all the recently developed processes which include the fabrication of six‐membered nitrogen heterocycles. This article is mainly focused on the efficient synthesis of six‐membered N‐heterocycles i. e. 1,4‐dihydropyridine, acridine‐1,8‐diones, benzoacridinones, quinolones and pyridine derivatives from cyclohexane‐1,3‐diones as one of the substrates, published for the last ten years.

Dinuclear oxidovanadium complexes with dihydrazone ligands derived from diethyl 2,6-dimethylpyridine-3,5-dicarboxylate obtained from Hantzsch reaction; crystal structure and catalytic activity

“…Hantzsch pyridine synthesis is a well-known reaction for the synthesis of a pyridine ring from the cyclization reaction of simple raw materials such as formaldehyde, ammonium acetate and ethyl acetoacetate. 16 Although Hantzsch pyridine synthesis is an important reaction in organic chemistry and various pyridine derivatives have been synthesized by this method, 17 searching the literature indicates that these materials have not been used in coordination chemistry; in particular, there is no report on their hydrazides. Due to the presence of two ester groups connected to the central pyridine ring, Hantzsch pyridine can be a good precursor for the synthesis of dihydrazone ligands and also new multinuclear hydrazone complexes.…”