306278-24-0

Upstream product

• 1213-40-7 S-(4-chlorophenyl)benzene thiosulfonate 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 100-03-8 4-chlorobenzenesulfinic acid 
• 98-86-2 acetophenone 
• 504-29-0 2-aminopyridine 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 7205-80-3 1-(ethylsulfonyl)-4-chlorobenzene 
• 1146-44-7 4,4'-dichlorophenyl thiosulfonate 
• 70-11-1 α-bromoacetophenone 
• 1679-18-1 4-Chlorophenylboronic acid 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 106-54-7 p-Chlorothiophenol 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 

Relevant academic research and scientific papers

Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

We report herein, the design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.

Iodine-Mediated Sulfenylation of Imidazo[1,2- a ]pyridines with Ethyl Arylsulfinates

A simple iodine-mediated approach is reported for the synthesis of sulfenylated imidazo[1,2- a ]pyridines through the reaction of imidazo[1,2- a ]pyridines with ethyl arylsulfinates under mild conditions. The reaction scope was investigated, and a plausible mechanism is proposed to elucidate the reaction process and activation mode. The results indicate that ethyl sulfinates are efficient sulfur sources for the construction of C-S bonds.

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

Unconventional Reactivity with DABCO-Bis(sulfur dioxide): C–H Bond Sulfenylation of Imidazopyridines

This work highlights the unexpected and unprecedented outcome of the reactivity with DABCO-bis(sulfur dioxide). The use of this reagent led to the exclusive introduction of a sulfur atom on the C-3 position of imidazopyridines instead of a sulfone group.

S-Aryl Arenesulfonothioate and Copper Acetate Mediated Arylthiolation of 2-Arylpyridines and Heteroarenes

Copper acetate mediated regioselective ortho-arylthiolation of 2-arylpyridines has been accomplished for the first time using S-aryl arenesulfonothioate as the arylthiolating agent. The reaction shows good functional group tolerance and gives thioarylated products in 67-89% yields. This reagent is a good alternative to unpleasant smelling arylthiols. Experimental evidence suggests an unprecedented insertion of an arylthio unit from both parts of the reagent (SPh and p-TolSO2) in the presence of copper acetate. Indoles and imidazopyridines also undergo facile reaction at the C-3 position and furnish thioarylated derivatives in good yields.

Method for synthesizing 3-bit sulfenyl substituted imidazo [1, 2-a] pyridine compound by molecular iodine promotion one-pot method

The invention discloses a method for synthesizing a 3-bit sulfenyl substituted imidazo [1, 2-a] pyridine compound by a molecular iodine promotion one-pot method. The method comprises the following steps that molecular iodine, triphenylphosphine, 2-aminopy

Electrochemical Oxidative C—H Sulfenylation of Imidazopyridines with Hydrogen Evolution

Selective oxidative C—H sulfenylation of imidazopyridine heterocycles is achieved using an undivided electrolytic cell. The reaction avoids the use of stoichiometric amount of external chemical oxidant and produces hydrogen gas as the only byproduct. Both

Metal-free direct regioselective thiolation of imidazoheterocycles in water at room temperature

A metal-free direct thiolation of imidazoheterocycles with various thiophenol in water at room temperature has been developed. In addition, the chemistry provides several advantages including mild condition, high yields, good functional group tolerance, g

Iodine-Mediated Multicomponent Synthesis of 3-Sulfenylimidazo[1,2- a ]pyridines from 2-Aminopyridines, Ketones, and Sulfonyl Hydrazides

A one-pot multicomponent reaction for the synthesis of 3-sulfenylimidazo[1,2- a ]pyridines from readily available 2-aminopyridines, ketones, and sulfonyl hydrazides, mediated by molecular iodine, has been developed. The transformations proceed smoothly wi

Cobalt-Catalyzed Aerobic Cross-Dehydrogenative Coupling of C-H and Thiols in Water for C-S Formation

Organosulfides have great significance and value in synthetic and biological chemistry. To establish a versatile and green methodology for C-S bond generation, we successfully developed a new aerobic cross-dehydrogenative coupling of C-H and S-H to synthe