Journal Article10.1039/C5CC05821J
Copper-mediated three-component synthesis of 3-cyanoimidazo[1,2-a]pyridines.
TL;DR: A copper-mediated three-component approach towards the synthesis of 3-cyanoimidazo[1,2-a]pyridine from 2-aminopyridines, acetophenones and benzyl cyanide was developed.
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About: This article is published in Chemical Communications. The article was published on 08 Oct 2015. The article focuses on the topics: Cyanation & Benzyl cyanide.
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Citations
[Formula: see text]-mediated amination/cyclization of ketones with 2-aminopyridines under high-speed ball milling: solvent- and metal-free synthesis of 2,3-substituted imidazo[1,2-a]pyridines and zolimidine.
TL;DR: Under solvent-free high-speed ball milling, an I$$_{2}$$2-promoted condensation/cyclization of easily available methyl ketones or 1,3-dicarbonyl compounds with 2-aminopyridines has been developed, which allows the quick assembly of 2, 3-substituted imidazo[1,2-a]pyridine (IPs) with broad molecular diversity, including the antiulcer drug
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Iodine-promoted oxidative coupling reaction: a simple and efficient process to access imidazo[1,2-a]pyridines from 2-aminopyridines and chalcones
TL;DR: A unique and efficient approach has been developed for the synthesis of substituted imidazo[1,2-a]pyridine with aminopyridines and chalcones via a one-pot I2-induced aerobic oxidative coupling with high regioselectivity, yields and good functional group tolerance.
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Electrochemical Oxidative Regioselective C-H Cyanation of Imidazo[1,2-a]pyridines.
TL;DR: In this article, a C-H cyanation of imidazo[1,2-a]pyridines using readily available TMSCN as the cyano source was developed using the KH2PO4/K2HPO4 buffer.
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Copper- and DMF-mediated switchable oxidative C-H cyanation and formylation of imidazo[1,2-a]pyridines using ammonium iodide.
TL;DR: Mechanistic studies indicate that the cyanation of imidazo[1,2-a]pyridines proceeds through a two-step sequence: initial iodination and then cyanation, which has a broad substrate scope and high functional group tolerance, and can be safely conducted on a gram scale.
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Facile synthesis of cyanofurans via Michael-addition/cyclization of ene–yne–ketones with trimethylsilyl cyanide
TL;DR: A Michael-addition/cyclization procedure between ene-yne-ketones and TMSCN under metal-free conditions is developed and a wide range of cyanofurans was delivered in high yields, which could be further transformed to a series of furo-furanimines,furo-pyridazines or carboxamido-furans.
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References
Cu(II)-Catalyzed Functionalizations of Aryl C−H Bonds Using O2 as an Oxidant
TL;DR: These newly discovered reaction conditions are also applicable for cyanation, amination, etherification, and thioetherification of aryl C-H bonds.
1.3K
A New Heterocyclic Multicomponent Reaction For the Combinatorial Synthesis of Fused 3-Aminoimidazoles
Hugues Bienaymé,Kamel Bouzid +1 more
TL;DR: The principle of chemical ligation of reactive partners (see reaction scheme) has been employed to find a new, highly efficient synthesis of fused 3-aminoimidazoles.
398
General and Efficient Copper‐Catalyzed Three‐Component Coupling Reaction towards Imidazoheterocycles: One‐Pot Synthesis of Alpidem and Zolpidem
TL;DR: General and efficient synthesis of imidazopyridines 5 via the Cu-catalyzed three component coupling (TCC) reaction of 2-aminopyridsines 1 with arylaldehydes 2 and alkynes 3 (Scheme 1).
396
Parallel synthesis of 3-aminoimidazo[1,2-a]pyridines and pyrazines by a new three-component condensation
TL;DR: A three-component condensation reaction between 2-aminopyridine, an aldehyde and an isonitrile catalyzed by scandium triflate affords derivatives of 3-aminoimidazo[1,2-a]pyridine; aminopyrazine reacts similarly.
369
Imidazo[1,2-a]pyridines susceptible to excited state intramolecular proton transfer: one-pot synthesis via an Ortoleva-King reaction.
TL;DR: The comparison of the properties of six ESIPT-capable imidazo[1,2-a]pyridines shows the influence of various substituents on emission characteristics, and all of them also display strong, solid-state emission in blue-green-yellow region.
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