KAl(SO4)2.12H2O(Alum): An Efficient Catalyst for the Synthesis of Novel bis[spiro(quinazoline-oxindole)] Derivatives Via One-Pot Pseudo Five-Component Reactions

Mohammadi, Ali A.; Taheri, Salman; Askari, Saber; Ahdenov, Reza

doi:10.1002/jhet.2292

Cited by 14 publications

(6 citation statements)

References 40 publications

(34 reference statements)

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“…This study introduces the term "dreamland catalyst" to denote a heterogeneous catalyst which is a cheap, water-soluble, mild, efficient, safe, stable, nontoxic, reliable, incorruptible, recyclable and commercially available compound that can be used in the laboratory without special precautions (easy to use). Moreover, the catalyst has been commonly applied in several other synthetic reactions with good success, for example, including in the transesterification of palm oil [24], acylals [25], Azlactone [26]; coumarins [27], amides [28], β-acetamido ketones [29], novel bis[spiro(quinazoline-oxindole)] derivatives [30], and bispyrazole derivatives [31]. It was therefore decided to investigate alum (KAl(-SO 4 ) 2 .12H 2 O) in catalyzing certain synthetic reactions, this study assumed that this catalyst may be effective to catalyze the methoxylation of α-pinene to produce α-terpinyl methyl ether.…”

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confidence: 99%

Potassium Alum [KAl(SO4)2∙12H2O] solid catalyst for effective and selective methoxylation production of alpha-pinene ether products

Wijayati

Lestari

Wulandari

et al. 2021

Heliyon

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Methoxylation is a relevant technological process applied in the production of high-value α-pinene derivatives.This report investigates the use of potassium alum [KAl(SO 4 ) 2 ⋅ 12H 2 O] as a catalyst in the methoxylation of α-pinene. In this study, the methoxylation reaction was optimized for the highest conversion of α-pinene and selectivity, assessed for the factors, catalyst loading (0.5; 1.0; and 1.5 g), volume ratio of α-pinene: methanol (1:4, 1:7, 1:10), reaction temperature (50, 55, 60 and 65 C), and reaction time (72, 144, 216, 288, 360 min). The highest selectivity of KAl(SO 4 ) 2 •12H 2 O in the methoxylation of α-pinene was achieved under an optimal condition of 1 g of catalyst loading, volume ratio of 1:10, as well as the reaction temperature and incubation time of 65 C and 6 h, respectively. GC-MS results revealed the yields of the methoxylated products from the 98.2% conversion of α-pinene, to be 59.6%, 8.9%, and 7.1% for α-terpinyl methyl ether (TME), fenchyl methyl ether (FME), bornyl methyl ether (BME), respectively. It was apparent that a lower KAl(SO 4 ) 2 •12H 2 O loading (0.5-1.5 g) was more economical for the methoxylation reaction. The findings seen here indicated the suitability of the KAl(SO 4 ) 2 ⋅ 12H 2 O to catalyze the methoxylation of α-pinene to produce an commercially important ethers.

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confidence: 99%

Potassium Alum [KAl(SO4)2∙12H2O] solid catalyst for effective and selective methoxylation production of alpha-pinene ether products

Wijayati

Lestari

Wulandari

et al. 2021

Heliyon

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“…We have concentrated most of our recent studies on the preparation of bioactive nitrogen‐containing heterocycles, and have already described simple, efficient procedures, and multi‐component reaction (MCR) for preparation of 2,4(1 H ,3 H )‐quinazolinediones , 2,3‐dihydroquinazolin‐4(3 H )‐one , 1′ H ‐spiro[isoindoline‐1,2′‐quinazoline]‐3,4′(3′ H )‐dione , indolo[2,1‐b]quinazolin‐12‐ones , bis[spiro(quinazoline‐oxindole)] and spirooxindole .…”

Section: Resultsmentioning

confidence: 99%

One‐pot Syntheses of Some New 2,4(1H,3H)‐quinazolinedione Derivatives in the Absence of Catalyst

Mohammadi

2016

Journal of Heterocyclic Chem

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“…In a different example, Mohammadi et al . reported the synthesis of bis[spiro(quinazoline‐oxindole)] derivatives (9 examples) from isatins, isatoic anhydride and diamines, in the presence of KAl(SO 4 ) 2 .12H 2 O (Alum) as the catalyst (Scheme 111B) [206] . This eco‐friendly and versatile catalyst presents several advantages, since it presents no toxicity, it is easily available and can be reused without significant loss in activity, as recently reviewed in the literature [207] .…”

Section: Bis‐oxindole Derivativesmentioning

confidence: 99%

Engaging Isatins in Multicomponent Reactions (MCRs) – Easy Access to Structural Diversity

Brandão

Marques

Carreiro

et al. 2021

The Chemical Record

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Multicomponent reactions (MCRs) are a valuable tool in diversity‐oriented synthesis. Its application to privileged structures is gaining relevance in the fields of organic and medicinal chemistry. Isatin, due to its unique reactivity, can undergo different MCRs, affording multiple interesting scaffolds, namely oxindole‐derivatives (including spirooxindoles, bis‐oxindoles and 3,3‐disubstituted oxindoles) and even, under certain conditions, ring‐opening reactions occur that leads to other heterocyclic compounds. Over the past few years, new methodologies have been described for the application of this important and easily available starting material in MCRs. In this review, we explore these novelties, displaying them according to the structure of the final products obtained.

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KAl(SO₄)₂.12H₂O(Alum): An Efficient Catalyst for the Synthesis of Novel bis[spiro(quinazoline-oxindole)] Derivatives Via One-Pot Pseudo Five-Component Reactions

Cited by 14 publications

References 40 publications

Potassium Alum [KAl(SO4)2∙12H2O] solid catalyst for effective and selective methoxylation production of alpha-pinene ether products

Potassium Alum [KAl(SO4)2∙12H2O] solid catalyst for effective and selective methoxylation production of alpha-pinene ether products

One‐pot Syntheses of Some New 2,4(1H,3H)‐quinazolinedione Derivatives in the Absence of Catalyst

Engaging Isatins in Multicomponent Reactions (MCRs) – Easy Access to Structural Diversity

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