- Electrochemical Oxidative C3 Acyloxylation of Imidazo[1,2- a]pyridines with Hydrogen Evolution
-
The C3-functionalized imidazo[1,2-a]pyridines are versatile nitrogen-fused heterocycles; however, the methods for the C3 acyloxylation of imidazo[1,2-a]pyridines have never been reported. Herein we demonstrate the electrochemical oxidative C3 acyloxylation of imidazo[1,2-a]pyridines for the first time. Notably, by using electricity, the electrochemical oxidative C3 acyloxylation of imidazo[1,2-a]pyridines was carried out under mild conditions. Moreover, in addition to aromatic carboxylic acids, alkyl carboxylic acids were also competent substrates.
- Yuan, Yong,Zhou, Zhilin,Zhang, Lin,Li, Liang-Sen,Lei, Aiwen
-
supporting information
p. 5932 - 5936
(2021/08/16)
-
- Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines
-
Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.
- Kim, Wansoo,Kim, Hun Young,Oh, Kyungsoo
-
p. 15973 - 15991
(2021/07/26)
-
- Formation of Methylene Linkage for N-Heterocycles: Sequential C-H and C-O Bond Functionalization of Methanol with Cosolvent Water
-
An iron-catalyzed methylene forming strategy is disclosed through sequential C-H and C-O bond functionalization of methanol with cosolvent water. This protocol provides an easy and novel access to methylene-tethered imidazo[1,2-a]pyridine and 2-aminopyridine analogues in a sustainable manner and represents a complementary approach to traditional methylene forming strategies.
- Li, Na,Bai, Jinku,Zheng, Xiaolin,Rao, Honghua
-
p. 6928 - 6939
(2019/06/14)
-
- Synthesis and characterization of Imidazo [1,2-a]pyridines and Zolimidine
-
A convenient and efficient synthesis, without any organic solvent or catalyst is described for the preparation of imidazo [1,2-a] pyridine derivatives. The reaction has been done between 2-aminopyridines and α-bromoacetone derivatives in good to excellent yields in water. In several cases the isolation does not require any chromatography for purification. The reaction thus developed has been applied for quick synthesis of zolimidine with 91 % yield.
- Kushwaha, Narva Deshwar,Mondal, Somnath,Sharma, Renu,Kumar, Naresh
-
p. 1495 - 1498
(2017/05/29)
-
- Copper(I) iodide-catalysed aerobic oxidative synthesis of imidazo [1,2-α]pyridines from 2-aminopyridines and methyl ketones
-
We report here an operationally simple copper-catalysed synthesis of imidazo [1,2-α]pyridines through C-H activation with oxidative linkage of two C-N bonds under very mild conditions using molecular oxygen as a sole oxidant. The process allows the quick assembly of imidazo [1,2-α]pyridines including the antiulcer drug zolimidine from inexpensive and readily available 2-aminopyridines and methyl ketones with broad range of functional group tolerance.
- Mohan, Darapaneni Chandra,Donthiri, Ramachandra Reddy,Rao, Sadu Nageswara,Adimurthy, Subbarayappa
-
supporting information
p. 2217 - 2221
(2013/10/01)
-
- 3-Benzamido, ureido and thioureidoimidazo[1,2-a]pyridine derivatives as potential antiviral agents
-
This work reports the synthesis and the antiviral activities of 3-benzamido, 3-phenylureido and 3-phenylthioureido derivatives in the imidazo[1,2-a]pyridine series. The structure was proven by NMR spectroscopy. The synthesized compounds were evaluated against a large number of viruses. The 3-phenylthioureido derivative 7 showed moderate activity against human cytomegalovirus (HCMV) in vitro. The crystallographic data for 8 are also reported and explain the absence of activity against human immunodeficiency virus (HIV).
- Chaouni-Benabdallah, Aziz,Galtier, Christophe,Allouchi, Hassan,Kherbeche, Abdelak,Chavignon, Olivier,Teulade, Jean-Claude,Witvrouw, Myriam,Pannecouque, Christophe,Snoeck, Robert,Andrei, Graciela,Balzarini, Jan,De Clercq, Erik,Fauvelle, Florence,Enguehard, Cecile,Gueiffier, Alain
-
p. 1631 - 1635
(2007/10/03)
-