69200-85-7

Upstream product

• 134613-94-8 2-(2,3,4,5,6-pentafluorophenyl)-2,3-dihydrobenzothiazole 
• 653-37-2 perfluorobenzaldehyde 
• 137-07-5 2-amino-benzenethiol 
• 95-16-9 1,3-Benzothiazole 
• 602-94-8 Pentafluorobenzoic acid 
• 363-72-4 Pentafluorobenzene 
• 1907-33-1 lithium tert-butoxide 

Downstream Products

• 1027422-81-6 2-(2,3,5,6-tetrafluoro-4-methoxyphenyl)benzothiazole 
• 170151-88-9 2-(2,3,4,5-tetrafluorophenyl)benzo[d]thiazole 

Relevant academic research and scientific papers

Copper mediated decarboxylative direct C-H arylation of heteroarenes with benzoic acids

Decarboxylative coupling reactions to date require a stoichiometric oxidant (such as copper and silver salts) for decarboxylation purposes along with a metal catalyst (e.g. palladium) for cross-coupling. In this communication, an economic and sustainable approach by using a simple copper salt was developed in the presence of molecular oxygen as the sole oxidant. A wide range of 5-membered heteroarenes undergo aryl-heteroaryl cross-coupling with electron deficient aryl carboxylic acids.

Copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene

A copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene under mild reaction conditions is described. This protocol provides a straightforward and operationally simple method for the synthesis of the 2,27prime;-linkage of thiazoles and 2-polyfluoroarylthiazoles of interest in life and material sciences.

Pd-catalyzed decarboxylative arylation of thiazole benzoxazole, and polyfluorobenzene with substituted benzoic acids

(Figure Represented) A Pd-catalyzed decarboxylative coupling of thiazoles and benzoxazole with various substituted benzoic acids Is developed. The reaction is compatible with both electron-rich and electron-poor benzoic acids. It can also be extended to the synthesis of polyfluoro-substituted biaryls using polyfluorobenzenes as the starting materials.

Application of 2-(3,5,6-trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole and -benzothiazole to fluorescent probes sensing pH and metal cations

2-(3,5,6-Trifluoro-2-hydroxy-4-methoxyphenyl)benzoxazole (3) and benzothiazole analogue (4) are prepared by the two-step procedures from the corresponding 2-(pentafluorophenyl)benzazoles. Benzoxazole 3 is applicable to a fluorescent probe sensing magnesium cation, and 4 is suitable for sensing zinc cation. Both fluorophores 3 and 4 are sensitive to the pH change at pH 7-8, resulting in large fluorescence enhancement under basic conditions. Their high sensitivity to pH and selectivity in metal cations are ascribed to the high acidity of the fluorophenol moiety.

CONDENSATION OF PENTAFLUOROBENZALDEHYDE WITH o-AMINOTHIOPHENOL

The condensation reaction of pentafluorobenzaldehyde with o-aminothiophenol is shown to lead, depending on the conditions used, to the formation of 2-pentafluorophenylbenzthiazoline or a fluorine-substituted derivative of cyclophane and cannot serve as a method for preparing 1,2,3,4-tetrafluorodibenzthiazepine.