2022
DOI: 10.1007/s10593-022-03050-5
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Synthesis of 3-Amino-6,7-Dihydroferroceno[a]Quinolizin-4-One Derivatives via the Reaction of 3,4-Dihydroferroceno[c]Pyridines with Azlactones

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Cited by 7 publications
(6 citation statements)
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“…32 It includes an enamine attack on the activated double bond of azlactone, followed by the closure of the pyridone ring. 32,33 At the same time, 2-aryl-substituted 3-amino-6,7-dihydro-4H-pyrido[2,1-a]isoquinolin-4-ones are still obtained in low yield by oxidation of dihydro derivatives 2. 30 In order to study an alternative approach to the synthesis of 2-aryl-3-amino-6,7-dihydro-4H-pyrido[2,1-a]isoquinolin-4-ones 10a-f, we synthesized 3,4-dihydroisoquinolines 8a-e by a three-component condensation of substituted benzenes with isobutyric aldehyde, and acetonitrile, 32,34,35 as well as compound 8f by the Bischler-Napieralski reaction from N- (3,4-dimethoxyphenethyl)acetamide.…”
Section: Paper Synthesismentioning
confidence: 99%
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“…32 It includes an enamine attack on the activated double bond of azlactone, followed by the closure of the pyridone ring. 32,33 At the same time, 2-aryl-substituted 3-amino-6,7-dihydro-4H-pyrido[2,1-a]isoquinolin-4-ones are still obtained in low yield by oxidation of dihydro derivatives 2. 30 In order to study an alternative approach to the synthesis of 2-aryl-3-amino-6,7-dihydro-4H-pyrido[2,1-a]isoquinolin-4-ones 10a-f, we synthesized 3,4-dihydroisoquinolines 8a-e by a three-component condensation of substituted benzenes with isobutyric aldehyde, and acetonitrile, 32,34,35 as well as compound 8f by the Bischler-Napieralski reaction from N- (3,4-dimethoxyphenethyl)acetamide.…”
Section: Paper Synthesismentioning
confidence: 99%
“…36 4-(3-Oxoisobenzofuran-1(3H)-ylidene)oxazol-5(4H)-one (7) was synthesized from hippuric acid and phthalic anhydride by heating in Ac 2 O. 33 Heating of azlactone 7 with compounds 8a-f in acetonitrile for 5 hours afforded pyridoisoquinolines 10a-f in 74-83% yields (Scheme 1). This is the first example of the reaction of 4-(3-oxoisobenzofuran-1(3H)-ylidene)oxazol-5(4H)-one (7) with enamines.…”
Section: Paper Synthesismentioning
confidence: 99%
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“…This preventive approach, if widely implemented by international agencies, governments, industry, health professionals, consumers, and consumer advocacy groups, could reduce the global incidence of cancer by 10-20% within 10-25 years [ 12,13] One of the plants that can prevent the growth of breast cancer is Ziziphus jujube (Rhamnaceae) bidara plant [ 14,15,16 ] . The bidara plant has many useful ingredients including protein, calcium, iron, magnesium, vitamins, active compounds such as flavonoids, carotenoids, alkaloids, phenols, quercetin, methyl esters, terpenoids, saponins, and so on [17,18,19,20].…”
Section: Literature Reviewmentioning
confidence: 99%