Phthalhydrazide immobilized on MCM‐41 as a potent and recoverable catalyst for the synthesis of pyrrolo[2,1‐<i>a</i>]isoquinolines

Akrami, Sedigheh; Farahi, Mahnaz

doi:10.1002/jccs.201800349

Cited by 7 publications

(4 citation statements)

References 38 publications

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“…[20] In 2019, the MCR of arylaldehydes 13, Meldrum's acid 1, alkyl isocyanides 20, and isoquinoline 21 in the presence of phthalhydrazide-functionalized MCM-41 (P-MCM-41) as a solid mesoporous heterogeneous catalyst [21] was designed by Akrami and Farahi to afford pyrrolo[2,1-a]isoquinolines 22 in 65-95 % yields (Scheme 8). [22] First, P-MCM41 was produced by the reaction of (OMe) 3 Si(CH 2 ) 3 Cl with phthalhydrazide as shown in Scheme 9.…”

Section: Synthesis Of Five-membered Heterocycles 21 N-heterocyclic Co...mentioning

confidence: 99%

The Molecular Diversity Scope of Meldrum's Acid in Multicomponent Reactions

Ziarani,

Ebrahimi,

Mohajer

et al. 2023

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Multicomponent reactions (MCRs) have gained significant attention in the field of organic synthesis due to their ability to efficiently construct complex molecular structures in a single step. Among the reagents employed in MCRs, Meldrum's acid has emerged as a highly versatile and valuable starting material, offering a wide range of molecular diversity. This comprehensive review explores the molecular diversity scope of Meldrum's acid in various MCRs, focusing on its unique attributes and the greener aspects of its application. Meldrum's acid possesses several remarkable features that contribute to its suitability as a key component in MCRs. Its high acidity enables effective participation in a variety of chemical reactions, while its rigid structure provides stability and allows for precise control of the reaction pathways. Furthermore, the ability of Meldrum's acid to undergo both nucleophilic and electrophilic attacks makes it highly versatile in the construction of diverse molecular frameworks. Its low steric hindrance further enhances its reactivity, facilitating efficient bond formation. By surveying the literature from the last five years (2018–2022), we delve into the broad range of applications of Meldrum's acid in MCRs. The review encompasses the synthesis of various heterocyclic compounds, highlighting the significance of Meldrum's acid in achieving molecular diversity. Moreover, particular emphasis is placed on the greener aspects of utilizing Meldrum's acid, considering the growing demand for environmentally friendly synthetic approaches. This includes exploring greener solvents, milder reaction conditions, and reduced waste generation.

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Section: Synthesis Of Five-membered Heterocycles 21 N-heterocyclic Co...mentioning

confidence: 99%

The Molecular Diversity Scope of Meldrum's Acid in Multicomponent Reactions

Ziarani,

Ebrahimi,

Mohajer

et al. 2023

ChemistrySelect

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“…Akrami et al [70] used phthalhydrazide functionalized MCM-41 (P-MCM-41) as a recoverable heterogenous catalyst for the preparation of pyrrolo[2,1-a]isoquinoline derivatives (Figure 32). The authors proved that P-MCM-41 is superior to several homogeneous and heterogeneous catalysts as the reaction was faster and afforded moderate to excellent yields (65-95 %) of the target compound.…”

Section: Multicomponent Reactionsmentioning

confidence: 99%

Functionalized MCM‐41: Versatile Catalysts for Organic Transformations

et al. 2022

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Functionalized MCM-41 constitute a group of potent hybrid catalysts for organic reactions. Their pore size is large enough to house large substrate molecules, the large bulk of surface silanol groups helps in introduction of a variety of functionalities required for the catalytic action. The current review emphasizes the broad methodology for the synthesis of these catalysts, effect of functionalization on reaction parameters, stability, efficiency, selectivity, reusability along with limitations of these catalysts to organic transformations, from a green chemistry standpoint. Some selected mechanisms of catalytic action are also highlighted. The review demonstrates that surface functionalized MCM-41 constitute innovative and need based catalyst systems that catalyze reactions like Sonogashira, Suzuki, Heck, Friedel Craft reaction, Aldol and Knoevenagel condensation etc. Several other reactions like oxidation, reduction, dehydration, esterification, epoxidation, CÀ S, CÀ N, CÀ O and SÀ S coupling as well as multicomponent synthesis of bioactive heterocycles have also been reported. It is hoped that this review will improve the understanding of scientific community on how these versatile catalysts operate and will provide opportunities to further enhance their utility for chemical industry.

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“…In continuation of our program aimed at developing new methodologies for the preparation of green catalysts, [81][82][83][84][85][86][87][88][89][90] we have reported preparation, characterization and catalytic application of Ni II (BAPTE)(NO 3 ) 2 -Cell as a novel cellulose-based nanocomposite.…”

Section: Introductionmentioning

confidence: 99%