343228-65-9Relevant academic research and scientific papers
An Effective Use of Benzoic Anhydride and Its Derivatives for the Synthesis of Carboxylic Esters and Lactones: A Powerful and Convenient Mixed Anhydride Method Promoted by Basic Catalysts
Shiina, Isamu,Kubota, Mari,Oshiumi, Hiromi,Hashizume, Minako
, p. 1822 - 1830 (2004)
Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2-methyl-6-nitrobenzoic anhydride with triethylamine by the promotion of a basic catalyst such as 4-(dimethylamino)pyridine. A variety of lactones are also prepared in high yields at room temperature from the corresponding ω-hydroxycarboxylic acids with use of 2-methyl-6-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine. A similar reaction occurs with triethylamine when using a catalytic amount of 4-(dimethylamino)pyridine 1-oxide as an effective promoter for the intramolecular condensation reaction. These methods are successfully applied to the synthesis of erythro-aleuritic acid lactone and an eight-membered-ring lactone moiety of octalactins A and B. The efficiency of the cyclizations is compared to those of other reported lactonizations.
Synthesis of Thiol Esters by Carboxylic Trichlorobenzoic Anhydrides
Kawanami, Yasuhiro,Dainobu, Yuichiro,Inanaga, Junji,Katsuki, Tsutomu,Yamaguchi, Masaru
, p. 943 - 944 (2007/10/02)
Thiocarboxylic S-esters were obtained rapidly and in high yields by treating the mixed anhydrides prepared from 2,4,6-trichlorobenzoyl chloride and carboxylic acid, with various types of thiols in the presence of 4-dimethylaminopyridine.
