Cargando…

Selective One-Pot Multicomponent Synthesis of N-Substituted 2,3,5-Functionalized 3-Cyanopyrroles via the Reaction between α-Hydroxyketones, Oxoacetonitriles, and Primary Amines

A one-step, three-component reaction between α-hydroxyketones, oxoacetonitriles, and primary amines gives N-substituted 2,3,5-functionalized 3-cyanopyrroles with complete selectivity in up to 90% isolated yields. The reaction worked on a wide substrate scope under mild reaction conditions (AcOH as a...

Descripción completa

Detalles Bibliográficos
Autores principales:	Xia, Mengxin, Moussa, Ziad, Judeh, Zaher M. A.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2022
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9416797/ https://www.ncbi.nlm.nih.gov/pubmed/36014523 http://dx.doi.org/10.3390/molecules27165285

Ejemplares similares

A Concise Synthesis of Pyrrole-Based Drug Candidates from α-Hydroxyketones, 3-Oxobutanenitrile, and Anilines
por: Xia, Mengxin, et al.
Publicado: (2023)

Anionic cascade reactions. One-pot assembly of (Z)-chloro-exo-methylenetetrahydrofurans from β-hydroxyketones
por: Markó, István E, et al.
Publicado: (2013)

Polymer-supported triphenylphosphine: application in organic synthesis and organometallic reactions
por: Moussa, Ziad, et al.
Publicado: (2019)

Passerini-type reaction of boronic acids enables α-hydroxyketones synthesis
por: Yang, Kai, et al.
Publicado: (2021)

Bioinspired one-pot furan-thiol-amine multicomponent reaction for making heterocycles and its applications
por: Wang, Yuwen, et al.
Publicado: (2023)

Asymmetric Synthesis of Tertiary α -Hydroxyketones by Enantioselective Decarboxylative Chlorination and Subsequent Nucleophilic Substitution
por: Kam, Mei Kee, et al.
Publicado: (2020)

α-Hydroxyketone Synthesis and Sensing by Legionella and Vibrio
por: Tiaden, André, et al.
Publicado: (2012)

Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β‐Hydroxyketones
por: Hilker, Simon, et al.
Publicado: (2021)

Synthesis and Biological Activity Evaluation of 2-Cyanopyrrole Derivatives as Potential Tyrosinase Inhibitors
por: Hu, Ya-Guang, et al.
Publicado: (2022)

Homophtalonitrile for Multicomponent Reactions: Syntheses and Optical Properties of o‐Cyanophenyl‐ or Indol‐3‐yl‐Substituted Chromeno[2,3‐c]isoquinolin‐5‐Amines
por: Festa, Alexey A., et al.
Publicado: (2018)

A one-pot, multicomponent reaction for the synthesis of novel 2-alkyl substituted 4-aminoimidazo[1,2-a][1,3,5]triazines
por: Lim, Felicia Phei Lin, et al.
Publicado: (2018)

Robust perfluorophenylboronic acid-catalyzed stereoselective synthesis of 2,3-unsaturated O-, C-, N- and S-linked glycosides
por: Tatina, Madhu Babu, et al.
Publicado: (2019)

Enantioselective Evans-Tishchenko Reduction of β-Hydroxyketone Catalyzed by Lithium Binaphtholate
por: Ichibakase, Tomonori, et al.
Publicado: (2011)

One-Pot Tandem Synthesis of 2-Arylquinazolines by a Multicomponent Cyclization Reaction
por: Ye, Leping, et al.
Publicado: (2013)

One-pot sequential multicomponent reaction between in situ generated aldimines and succinaldehyde: facile synthesis of substituted pyrrole-3-carbaldehydes and applications towards medicinally important fused heterocycles
por: Singh, Anoop, et al.
Publicado: (2018)

Consecutive One-Pot versus Domino Multicomponent Approaches to 3-(Diarylmethylene)oxindoles
por: Park, Sunhwa, et al.
Publicado: (2017)

One-Pot Synthesis of Aminated Benzo-Fused Heterocycles and N-Substituted Dibenzothiophenes via Copper-Catalyzed Ullmann Type Reaction
por: Alelaiwi, Sawsan H., et al.
Publicado: (2021)

3-Pyridylnitrene, 2- and 4-pyrimidinylcarbenes, 3-quinolylnitrenes, and 4-quinazolinylcarbenes. Interconversion, ring expansion to diazacycloheptatetraenes, ring opening to nitrile ylides, and ring contraction to cyanopyrroles and cyanoindoles
por: Wentrup, Curt, et al.
Publicado: (2013)

Engaging Isatins and Amino Acids in Multicomponent One-Pot 1,3-Dipolar Cycloaddition Reactions—Easy Access to Structural Diversity
por: Zhao, Hua, et al.
Publicado: (2023)

Synthesis of trifluoromethyl-substituted pyrazolo[4,3-c]pyridines – sequential versus multicomponent reaction approach
por: Palka, Barbara, et al.
Publicado: (2014)

Green Synthesis of Novel Pyridines via One-Pot Multicomponent Reaction and Their Anti-Inflammatory Evaluation
por: Abd El-Lateef, Hany M., et al.
Publicado: (2023)

One-Pot Chemoenzymatic Multicomponent Synthesis of Thiazole Derivatives
por: Zheng, Hui, et al.
Publicado: (2013)

Molecular Hybridization-Guided One-Pot Multicomponent Synthesis of Turmerone Motif-Fused 3,3′-Pyrrolidinyl-dispirooxindoles via a 1,3-Dipolar Cycloaddition Reaction
por: Lin, Bing, et al.
Publicado: (2017)

Stereoselective Synthesis of Spirooxindole Derivatives Using One-Pot Multicomponent Cycloaddition Reaction and Evaluation of Their Antiproliferative Efficacy
por: Ghosh, Rajat, et al.
Publicado: (2020)

Chemistry of trisindolines: natural occurrence, synthesis and bioactivity
por: Wati, First Ambar, et al.
Publicado: (2021)

Multicomponent reactions
por: Müller, Thomas J J
Publicado: (2011)

Multicomponent Reactions
por: Cimarelli, Cristina
Publicado: (2019)

Chemoselective Multicomponent One-Pot Assembly of Purine Precursors in Water
por: Powner, Matthew W., et al.
Publicado: (2010)

Chemoselective Multicomponent One-Pot Assembly of Purine Precursors in Water
por: Powner, Matthew W., et al.
Publicado: (2011)

2,3,5-Triphenylpyrazine
por: Anuradha, N., et al.
Publicado: (2008)

Synthesis of Diverse Nitrogen-Enriched Heterocyclic Scaffolds Using a Suite of Tunable One-Pot Multicomponent Reactions
por: Martinez-Ariza, Guillermo, et al.
Publicado: (2014)

One-pot multicomponent nitro-Mannich reaction using a heterogeneous catalyst under solvent-free conditions
por: Bosica, Giovanna, et al.
Publicado: (2018)

Visible-light-induced one-pot synthesis of sulfonic esters via multicomponent reaction of arylazo sulfones and alcohols
por: Luu, Truong Giang, et al.
Publicado: (2022)

Boron-substituted 1,3-dienes and heterodienes as key elements in multicomponent processes
por: Eberlin, Ludovic, et al.
Publicado: (2014)

One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1H-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile
por: Radwan, Mohamed A. A., et al.
Publicado: (2020)

Preparation of a whole cell catalyst overexpressing acetohydroxyacid synthase of Thermotoga maritima and its application in the syntheses of α-hydroxyketones
por: Liang, Yan-Fei, et al.
Publicado: (2020)

Facile One-Pot Multicomponent Synthesis of Pyrazolo-Thiazole Substituted Pyridines with Potential Anti-Proliferative Activity: Synthesis, In Vitro and In Silico Studies
por: El Azab, Islam H., et al.
Publicado: (2021)

Assembly of fully substituted triazolochromenes via a novel multicomponent reaction or mechanochemical synthesis
por: Vroemans, Robby, et al.
Publicado: (2018)

Fruit juice mediated multicomponent reaction for the synthesis of substituted isoxazoles and their in vitro bio-evaluation
por: Gulati, Susheel, et al.
Publicado: (2021)

Reverse Electron Transfer Completes the Catalytic Cycle in a 2,3,5-Trifluorotyrosine-Substituted Ribonucleotide Reductase
por: Ravichandran, Kanchana R., et al.
Publicado: (2015)

Cannot write session to /tmp/vufind_sessions/sess_frnng45de2j1lsqk0is3mriln7