Advancement in synthetic strategies of bisdimedones: Two decades study

Abstract

Bisdimedones have emerged as an important and versatile moiety in the field of synthetic and medicinal chemistry. It is screened as a precursor for the synthesis of several heterocycles such as acridinediones, xanthenediones, thioxanthenes, and benzopyrans that exhibited immense pharmacological as well as industrial applications. Its extensive characteristics have attracted the scientists to develop various protocols for the synthesis of bisdimedones and their derivatives from the reaction of dimedone with several aldehydes under different environmental conditions using various types of catalysts. This review encapsulates the recent progress in the synthesis of bisdimedone derivatives under several reaction protocols such as the use of nanoparticles, ionic liquids, metal salts, simple organic compounds, and catalyst-free conditions, and so forth in the last 20 years.

Functionalized graphene oxide by 4-amino-3-hydroxy-1-naphthalenesulfonic acid as a heterogeneous nanocatalyst for the one-pot synthesis of tetraketone and tetrahydrobenzo[b]pyran derivatives under green conditions

“…49,64,65 Different protocols have been introduced for the synthesis of tetraketone and tetrahydrobenzo[b]pyran derivatives by using a variety of catalysts in recent years. 66,67 So far, numerous heterogeneous and homogeneous catalysts for the synthesis of tetraketones have been reported, such as [H-Pyrr][HSO4], 68 Lhistidine in ionic liquid, 69 nano SiO2Cl, 70 amino-appended βcyclodextrin, 71 Cu2(NH2-BDC)2(DABCO), 72 Fe-zeolite, 73 and 2aminopyrazine. 74 Similarly, a wide range of methods have been developed for the synthesis of tetrahydrobenzo[b]pyrans using different catalytic systems such as sodium alginate, 75 piperazine-GO, 76 SO3H-functionalized nano-MGO-D-NH2, 77 Cs-EDTA-Cell network, 78 nano α-Al2O3 supported ammonium dihydrogen phosphate (NH4H2PO4/Al2O3), 79 proline-modified and propylamine-modified SBA-15, 80 PMO-ICS, 81 and FeNi3-SiO2 nanoparticles.…”

Exploring the synthetic potential of a g-C3N4·SO3H ionic liquid catalyst for one-pot synthesis of 1,1-dihomoarylmethane scaffolds via Knoevenagel–Michael reaction

“…[15][16][17] Dimedone and 1,3cyclohexanedione are both cyclic diketones having various applications in organic synthesis, analytical chemistry, materials science, metal detection, and medicinal chemistry. [18][19][20][21][22][23][24][25] 1-Phenyl-3-methyl- 5-pyrazolone (edaravone) is used as a precursor for synthesizing various pyrazolone derivatives with several biological activities viz anti-inammatory, antimicrobial, and anticancer agents. 26,27 It has a wide range of applications in analytical chemistry, pharmaceuticals, dyes, pigments, colorants, chelating agents, and corrosion inhibition.…”

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

“…A plethora of reports are available for the synthetic applications of cyclohexane‐1,3‐diones derivatives but very few reviews are reported in the literature [3,89,90] . especially, the synthesis of six‐membered N ‐heterocycles from cyclohexane‐1,3‐dione derivatives has not been compiled yet.…”

“…A plethora of reports are available for the synthetic applications of cyclohexane-1,3-diones derivatives but very few reviews are reported in the literature. [3,89,90] especially, the synthesis of six-membered N-heterocycles from cyclohexane-1,3-dione derivatives has not been compiled yet. Our group has been working in this field since 2008 and we have reported for the first time synthesis of 4-substituted and un-substituted cyclohexane-1,3-diones from acetone and its derivatives, [91][92][93] which further transformed into biologically active compounds for instance coumarins, neoflavonoids, N-and Oheterocycles.…”