58765-88-1

Upstream product

• 2362-62-1 4-methylthiobenzamide 
• 78-95-5 chloroacetone 
• 103859-03-6 4-methyl-2-p-tolyl-2,5-dihydro-thiazole 
• 104-87-0 4-methyl-benzaldehyde 
• 693-95-8 4-Methylthiazole 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 98-59-9 p-toluenesulfonyl chloride 
• 36719-51-4 3,3-diethyl-1-(4-methylphenyl)-1-triazene 
• 106-49-0 p-toluidine 
• 624-31-7 4-tolyl iodide 
• 25563-06-8 N-methoxy-4-methylbenzamide 

Downstream Products

• 58765-91-6 5-bromo-4-methyl-2-p-tolyl-thiazole 
• 114931-85-0 4,4'-dimethyl-2,2'-di-p-tolyl-5,5'-selanediyl-bis-thiazole 

Relevant academic research and scientific papers

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Pd/Cu-cocatalyzed reigoselective arylation of thiazole derivatives at 2-position under ligand-free conditions

An efficient protocol for regioselective arylation of thiazole derivatives at the 2-position via palladium- and copper-catalyzed C-H bond activation under ligand-free conditions has been developed. The reaction proceeds smoothly with 1% palladium catalyst in the presence of 20% Cu(TFA)2 to furnish the desired products. The direct C-H arylation and no ligand made this method synthetically useful for the arylation of thiazoles at the 2-position.

A highly efficient palladium-catalyzed desulfitative arylation of azoles with sodium arylsulfinates

A highly efficient palladium-catalyzed direct desulfitative arylation of azoles at C2-position has been developed using sodium arylsulfinates as aryl sources. Azoles including benzoxazoles, benzothiazoles, oxazoles, thiazoles, and 1,3,4-oxadiazoles reacted with sodium arylsulfinates smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Palladium-catalyzed desulfitative arylation of azoles with arylsulfonyl hydrazides

Palladium-catalyzed desulfitative and denitrogenative arylation of azoles with arylsulfonyl hydrazides has been achieved. A broad scope of azoles and arylsulfonyl hydrazides has been used to produce arylated azoles in high yields.

Palladium-catalyzed deamidative arylation of azoles with arylamides through a tandem decarbonylation-C-H functionalization

A highly chemo-, regio-selective, and efficient palladium-catalyzed deamidative arylation of azoles with arylamides, as an aryl metal equivalent, has been developed. The reaction proceeds smoothly to generate the corresponding products in good yields via a tandem decarbonylation-C-H activation.

Palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates

A palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates using Cu(OAc)2·H2O as oxidant has been discovered. The reaction proceeded well for a range of different substrates under oxidative conditions. A series of aryl-substituted azoles have been synthesized in moderate to good yields.