5000-95-3

Upstream product

• 67-68-5 dimethyl sulfoxide 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 10393-86-9 methanesulphonyl hydrazide 
• 20277-69-4 sodium methansulfinate 
• 98-86-2 acetophenone 
• 504-29-0 2-aminopyridine 
• 4636-16-2 iodoacetophenone 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 
• 64413-90-7 3-iodo-2-phenylimidazo[1,2-α]pyridine 
• 536-74-3 phenylacetylene 
• 124-63-0 methanesulfonyl chloride 
• 110-86-1 pyridine 

Relevant academic research and scientific papers

Molecular iodine enabled generation of iminyl radicals from oximes: A facile route to imidazo[1,2-a]pyridines and its regioselective C-3 sulfenylated products from simple pyridines

An iodine promoted simple and environment friendly protocol has been developed to access imidazo[1,2-a]pyridines from unfunctionalized pyridines and oxime esters. This straightforward method efficiently converts the substrates into corresponding products affording moderate to good yields with large functional group tolerance. Additionally extensive investigation revealed that regioselective domino C-3 methyl sulfenylated imidazo[1,2-a]pyridines were also accessible first time from pyridines and oxime esters in DMSO solvent. The reaction operates through metal-free generation of iminyl radicals from easily accessible oxime esters, to build up the second heterocyclic ring on pyridines.

One-pot synthesis of imidazo[1,2-α]pyridine thioethers using imidazo[1,2-α]pyridines, arylsulfonyl chlorides and hydrazine

A one-pot reaction of making RS-substituted imidazo[1,2-α]pyridine derivatives by directly using aryl or alkylsulfonyl chloride and hydrazine was developed, selectively giving good yields of the expected products. Compared with previously reported methods

Electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines: Via a three-component cross-coupling strategy

The electrochemical-induced regioselective C-3 thiomethylation of imidazopyridines has been initially accomplished via a three-component cross-coupling strategy using thiocyanate as the sulfur source and methanol as the methyl reagent. This protocol provides a green method for the thiomethylation of imidazopyridines without the need for any exogenous oxidants and metal catalysts under room temperature conditions. A wide range of functional groups were tolerated to produce regioselective C-3 thiomethylated products in high yields. Importantly, such an electrochemical-oxidation-induced thiomethylated reaction could be easily scaled up with excellent efficiency.

Iodine mediated oxidative cross coupling of 2-aminopyridine and aromatic terminal alkyne: A practical route to imidazo[1,2-: A] pyridine derivatives

A novel, transition-metal free route leading to imidazo[1,2-a]pyridine derivatives via iodine mediated oxidative coupling between 2-aminopyridine and aromatic terminal alkyne has been demonstrated. This newly developed method discloses an operationally simple way for the construction of imidazoheterocycles. Commercially available antiulcer drug zolimidine may readily be synthesized employing this method.

Iodine-Mediated Difunctionalization of Imidazopyridines with Sodium Sulfinates: Synthesis of Sulfones and Sulfides

Novel iodine-induced sulfonylation and sulfenylation of imidazopyridines have been described using sodium sulfinates as the sulfur source. This strategy enables highly selective difunctionalization of imidazo[1,2-a]pyridine to access sulfones and sulfides in good yields. A wide range of substrates and functional groups were well-tolerated under optimized conditions. Moreover, control experiments have been conducted, indicating a radical pathway involved in the reaction mechanisms.

Metal-Free Mediated C-3 Methylsulfanylation of Imidazo[1,2- a ]-pyridines with Dimethyl Sulfoxide as a Methylsulfanylating Agent

A simple approach is described for the regioselective C-3 methylsulfanylation of imidazo[1,2- a ]pyridines through diiodine-mediated, acetone-promoted, C-S bond construction with dimethyl sulfoxide as both the source of the methylsulfanyl moiety and the s

One-Pot Three-Component Synthesis of Alkylthio-/Arylthio- Substituted Imidazo[1,2-a]pyridine Derivatives via C(sp2)–H Functionalization

Sulfenylation is an important transformation to generate C?S bonds in organic synthesis. Here, two three-component synthetic protocols have been developed by using imidazo[1,2-a]pyridine, inorganic, odorless S8 and alcohols or arylboronic acids

Synthesis of imidazol[1,2-α]pyridine thioethers via using sulfur powder and halides as reactants

Structure containing the C[sbnd]S bond exist widely in nature, drugs and chemical materials. Here, a novel sulfenylation protocol employing an aryl or alkyl halide and odorless and cheap S as reagents was developed, generating regioselective alkyl-S- and Ar-S-substituted imidazol[1,2-α]pyridine derivatives in good yields under relatively environmentally friendly and mild conditions. This protocol enriches current thioether-producing methods, making up for the shortcomings of previous sulfenylation methods which can only make MeS- and ArS-substituted imidazol[1,2-α]pyridine derivatives.

C3 Sulfenylation of N-Heteroarenes in Water under Catalyst-Free Conditions

A method for the catalyst-free C–H sulfenylation of imidazo[1,2-a]pyridines by using sulfonothioates as an odorless thioarylated reagent in aqueous medium was developed. This protocol was used for a variety of substituted imidazo[1,2-a]pyridines with broad functional-group tolerance and was extended to the sulfenylation of indoles and imidazothiazoles. The sulfonothioates were activated exclusively in aqueous medium rather than in an organic solvent, and the feasibility of the process for scale-up studies was demonstrated.

Cu-catalyzed sulfenylation of imidazol[1,2-: A] pyridine via C-H functionalization using a combination of Na2S2O3 and halides

A novel copper-catalysed sulfenylation method by using the inorganic salt Na2S2O3 and alkyl halides (Cl, Br, I) or iodobenzene homologues is described. The reactions proceeded smoothly, giving regioselective 2-phenylimidazo[1,2-a]pyridine thioether derivatives in good yields via a C-H functionalization process. More importantly, this method has extended the existing methods by offering a better method which can make both alkyl and aryl thioether derivatives under one set of reaction conditions.