Novel bis‐chromeno[2,3‐b]pyridine derivatives were synthesized with good yields by a clean and efficient methodologies involving one‐pot three‐component synthesis of bis‐aldehydes, malononitrile dimer, and dimedone in the presence of piperidine as a catalyst in EtOH. Depending on the length and position of the spacer in the bis‐aldehyde derivatives 1, the reactions proceeded to give either the bis(2,4‐diamino‐tetrahydro‐5H‐chromeno[2,3‐b]pyridine‐3‐carbonitriles) 4 or bis(4‐amino‐2,6‐dioxo‐hexahydro‐2H‐chromeno[2,3‐b]pyridine‐3‐carbonitriles) 5. All of the new compounds have been characterized by spectral data.
A simple and efficient one-pot synthesis of novel thieno[3',2':5,6]pyrimido[1,2-a]quinoline-2-carboxylates (5ad) and their spirooxindole derivatives (12a-d) was accomplished. Thus, the Michael addition reaction of the cyclic β-enaminone 3 with the corresponding α, β-unsaturated nitrile derivatives 4a-d in refluxing EtOH in the presence of piperidine afforded 5a-d in good yields. On the other hand, spirooxindole derivatives 12a-d were synthesized by the reaction of cyclic β-enaminone 3 with the corresponding 3-cyanomethylidene-2-oxoindoles 11a-d in refluxing EtOH.
A concise and efficient approach to tetrakis(uracil) derivatives by the reaction of bis(aldehydes) with four equivalents of 6-aminouracil is reported. Also, the synthesis of bis(pyrimido[4,5-b]quinolones) and bis(indeno-[2',1':5,6]pyrido[2,3-d]pyrimidine) derivatives has been accomplished by a three-component reaction involving bis(aldehydes), 6-aminouracil and the appropriate cyclic 1,3-diketone. The method involves domino Knoevenagel condensation / Michael addition reaction sequences.
An efficient synthesis of novel bis(pyrazolo[1,5‐a]pyridine) derivatives through Michael addition reaction of 3‐amino‐5‐cyanomethylpyrazole‐4‐carbonitrile with bis‐arylidenemalononitrile is reported. All new compounds are characterized by different spectral tools.
In this review, the recent synthetic approaches of amino hexahydroquinolines and their spirocyclic
structures were highlighted. The synthetic routes include, two-components, three-components or fourcomponents
reactions. The two-component [3+3] atom combination reaction represents the simplest method. It
involves Michael addition of the electron rich β-carbon of β-enaminones to the activated double bond of cinnamonitriles
followed by cyclization to yield hexahydroquinoline compounds. The bioactivity profiles and SAR
studies of these compounds were also reviewed with emphasis to the utility of these substances as antimicrobial,
anticancer and antitubercular agents, as well as calcium channel modulators.
in Wiley Online Library (wileyonlinelibrary.com).Novel pyrazolo[l,5-a]pyridine derivatives containing (3-oxocyclohex-1-enyl) amino group at position 2 were synthesized in good yields using simple and efficient methodology. All new compounds are characterized by the different spectral tools.
Cyclic enamines bearing a triazole ring undergo simple and facile Michael addition reactions with various arylidenemalononitriles or oxindoles affording the title hydroquinoline carbonitriles or spirooxindole derivatives, respectively.
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