Impact of an aryl bulky group on a one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide

Abstract

Impact of aryl bulky group on the one-pot reaction of aldehyde with malononitrile and N-substituted 2-cyanoacetamide is examined in the presence of piperidinium acetate as reusable catalyst.

Ecofriendly and Facile One‐Pot Multicomponent Synthesis of 5‐Phenyl‐5,10‐dihydropyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6,8(1H,3H,7H,9H)‐tetraone Derivatives Catalyzed by CuII Immobilized on Functionalized Magnetic Mesoporous MCM‐41 (Fe3O4@MCM‐41‐GPTMS‐Gu‐CuII)

“…entries[14][15]. Comparatively, aliphatic aldehydes resulted in the corresponding products with moderate yields and in longer reaction times.…”

“…[7][8][9][10] 1,4-Dihydropyridines (as nitrogen-containing heterocycles) with a structure analogous to nicotinamide adenine dinucleotide (NAD) coenzyme have attracted considerable interest due to their different biological and medicinal applications. [7,[11][12][13][14][15][16][17][18][19][20][21] They have increasingly-popular worldwide applications such as antitumor, antisclerotic, antidiabetic, calcium channel blockers, anti-inflammatory, and analgesic. [22] Literature studies clearly show that they also have anti-TB activity owing to their lipophilic groups and can be used in tumor and Alzheimer's disease therapy as well.…”

“…1,4‐Dihydropyridines (as nitrogen‐containing heterocycles) with a structure analogous to nicotinamide adenine dinucleotide (NAD) coenzyme have attracted considerable interest due to their different biological and medicinal applications [7,11–21] . They have increasingly‐popular worldwide applications such as antitumor, antisclerotic, antidiabetic, calcium channel blockers, anti‐inflammatory, and analgesic [22] .…”

“…Interestingly, the obtained results revealed that the best catalytic activity of Fe 3 O 4 @MCM-41-GPTMS-Gu-Cu II was gained in H 2 O at 90°C (97 %, 30 min (Table 2, entry 11). In further attempts, to emphasize the essential role of Fe 3 O 4 @MCM-41-GPTMS-Gu-Cu II and also to study the effect of grafted guanidine and immobilized Cu(OAc) 2 .H 2 O, in the preparation of dihydropyrido[2,3-d : 6,5-d']dipyrimidine derivatives, several sets of reactions were performed in presence of Fe 3 O 4 NPs (I), Fe 3 O 4 @MCM-41 (II) and Fe 3 O 4 @ MCM-41-GPTMS (III) as catalyst (Table 2, entries[12][13][14][15]. Comparatively, the low yield of the desired product was obtained after prolonged reaction time in all cases (due to Lewis acidity of Fe 3 O 4 NPs, and influence of grafted guanidine on functionalized Fe 3 O 4 @MCM-41).…”

Ionic liquid catalyzed one‐pot multi‐component synthesis of fused pyridine derivatives: A strategy for green and sustainable chemistry

“…[22][23][24] Therefore, in the edge of research that studies the possibility of using task-specific ILs for emerging green methodologies toward new bioactive molecules, in particular, the ionic liquid, piperidinium acetate (IL) has increased significantly in organic synthesis; however, it has been inferior investigated in the literature. [25][26][27] There is considerable attention in the burgeoning field of the fusion of multiple bond-forming reactions with the use of ionic liquids as reaction media as two jointly reinforcing approaches towards eco-compatible synthesis. [28] Thus, we decided to investigate their application on the synthesis of fused pyridine.…”