60045-27-4Relevant articles and documents
Expeditious synthesis of carboxylic esters and high-yielding macrolactones using trifluoromethyl-substituted benzoic anhydrides with 4-(dimethylamino)pyridine: An evaluation of the reactivities of aromatic acid anhydrides as dehydration reagents compared with 2-methyl-6-nitrobenzoic anhydride
Shiina, Isamu,Tonoi, Takayuki
, p. 255 - 275 (2017)
Trifluoromethyl-substituted benzoic anhydrides as structural congeners of 2-methyl-6-nitrobenzoic anhydride (MNBA) were prepared and investigated for comparative reactivity in the synthesis of carboxylic esters and macrolactones. 2-Fluoro-6-(trifluoromethyl)benzoic anhydride (FTFBA) was found to be a promising dehydrating agent in the presence of 4-(dimethylamino)pyridine (DMAP), and was successfully employed in the synthesis of threo-aleuritic acid lactone in good yield with high chemoselectivity.
Selective Reduction of Carboxylic Acids to Alcohols in the Presence of Alcohols by a Dual Bulky Transition-Metal Complex/Lewis Acid Catalyst
Gr?mer, Bendik,Saito, Susumu,Yoshioka, Shota
, p. 1957 - 1964 (2022/02/10)
Here, we report a molecular method for the generally applicable reduction of mono-and dicarboxylic acids that selectively furnishes a diverse variety of alcohols, including mono-and diols. One of the inherent drawbacks of the direct hydrogenation of carboxylic acids to alcohols is the in situ formation of the corresponding esters via condensation of the carboxylic acids with the produced alcohols. Especially, the hydrogenation of polycarboxylic acids frequently suffers from the formation of a complex mixture of oligomeric esters. This issue was successfully overcome by the combined use of a dual catalyst that consists of a bulky (PNNP)iridium complex and a Lewis acid. Owing to the steric bulk and robustness of the iridium catalyst, the main role of the Lewis acid is to independently catalyze the esterification, albeit the cooperative activation of (a resting state of) the iridium catalyst by the Lewis acid also seems to be implied.
Aerobic oxidation and oxidative esterification of alcohols through cooperative catalysis under metal-free conditions
Karimi, Babak,Ghahremani, Mina,Vali, Hojatollah,Ciriminna, Rosaria,Pagliaro, Mario
supporting information, p. 8897 - 8900 (2021/09/10)
The ABNO@PMO-IL-Br material obtained by anchoring 9-azabicyclo[3.3.1]nonane-3-oneN-oxyl (keto-ABNO) within the mesopores of periodic mesoporous organosilica with bridged imidazolium groups is a robust bifunctional catalyst for the metal-free aerobic oxidation of numerous primary and secondary alcohols under oxygen balloon reaction conditions. The catalyst, furthermore, can be successfully employed in the first metal-free self-esterification of primary aliphatic alcohols affording valued esters.