Efficient Synthesis of Novel Polyfunctionalized Pyrazole Derivatives via Isocyanide-Based Three-Component Reaction

Mostofi, Fatemeh; Mohebat, Razieh

doi:10.1080/10406638.2016.1200101

Cited by 4 publications

(3 citation statements)

References 29 publications

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“…[61] In 2016 Mostofi and co-worker achieved and reported the one-pot and three-component reaction for synthesis of polyfunctionalized pyrazole derivatives 87 from the reaction of 1,5diphenylcarbazide 86, dialkyl isocyanide 12 and dialkyl acetyle- nedicarboxylate 1 in CH 2 Cl 2 at room temperature (Scheme 35). [62] Diverse 1H-pyrazole-4-carboxylates 90 were synthesized from the reaction of 2-aminothiophenol 88, dialkyl acetylenedi-carboxylate 1, and hydrazonoyl chloride 89 in the presence of Et 3 N in EtOH at ambient temperature by Alizadeh et al in 2018 (Scheme 36). [63] The pyridine ring can be considered as one of the simplest but most important heteroaromatic structures.…”

Section: Diazolesmentioning

confidence: 99%

“…In 2016 Mostofi and co‐worker achieved and reported the one‐pot and three‐component reaction for synthesis of polyfunctionalized pyrazole derivatives 87 from the reaction of 1,5‐diphenylcarbazide 86 , dialkyl isocyanide 12 and dialkyl acetylenedicarboxylate 1 in CH 2 Cl 2 at room temperature (Scheme 35). [62] …”

Section: Synthesis Of Five‐membered Rings With Two Heteroatom Includingmentioning

confidence: 99%

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Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

2022

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Dialkyl acetylenedicarboxylates (DAAD) are the class of acetylenic compounds that are broadly used in organic synthesis in a noticeable quantity. Their wide application has made them an important moiety in heterocyclic compounds and drug discovery programs. Dialkyl acetylenedicarboxylate is a di-ester in which the ester groups are conjugated with a carbon-carbon triple bond. As such, the molecule is very electrophilic, and is broadly used as a dienophile in various cycloaddition reactions, for example the Diels-Alder reaction. In addition, it is a strong Michael acceptor. Due the importance of dialkyl acetylenedicarboxylate in organic synthesis, we are trying to show the applications of this compound in the synthesis of different heterocycles using multicomponent reactions. In this review, we show recent advances (2016)(2017)(2018)(2019)(2020)(2021)(2022) for the synthesis of various heterocycles that have different ring sizes (five, six and seven membered, Spiro and fused heterocycles), using DAAD via multicomponent reactions.

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Section: Diazolesmentioning

confidence: 99%

Section: Synthesis Of Five‐membered Rings With Two Heteroatom Includingmentioning

confidence: 99%

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

2022

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“…Therefore, because all propertydetermining moieties are introduced simultaneously rather than sequentially, structureactivity relationships (SARs) can be quickly constructed using MCRs. In addition, more than 300 distinct scaffolds have been documented in chemical literature, and MCRs offer a tremendous amount of chemical variety (Domling and Ugi, 2000;Ganem, 2009;Domling and Huang, 2010;Domling et al, 2012;Brauch et al, 2013;Mostofi et al, 2018;Graebin et al, 2019). The regulation of selectivity is a crucial problem when various sets of reactants are used in these procedures.…”

Section: Introductionmentioning

confidence: 99%

Recent progress in metal assisted multicomponent reactions in organic synthesis

Sakthivel,

Gana,

Shoji

et al. 2023

Front. Chem.

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To prepare complicated organic molecules, straightforward, sustainable, and clean methodologies are urgently required. Thus, researchers are attempting to develop imaginative approaches. Metal-catalyzed multicomponent reactions (MCRs) offer optimal molecular diversity, high atomic efficiency, and energy savings in a single reaction step. These versatile protocols are often used to synthesize numerous natural compounds, heterocyclic molecules, and medications. Thus far, the majority of metal-catalyzed MCRs under investigation are based on metal catalysts such as copper and palladium; however, current research is focused on developing novel, environmentally friendly catalytic systems. In this regard, this study demonstrates the effectiveness of metal catalysts in MCRs. The aim of this study is to provide an overview of metal catalysts for safe application in MCRs.

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