41727-17-7Relevant articles and documents
Palladium-Catalyzed Butoxycarbonylation of Polybromo(hetero)arenes: A Practical Method for the Preparation of (Hetero)arenepolycarboxylates and -carboxylic Acids
Ji, Baoming,Jing, Yongkang,Liang, Rong,Lu, Zhiqiang,Wu, Weilong,Yan, Xianghe,Zhang, Deyi
, (2021/10/12)
The palladium-catalyzed alkoxycarbonylation of polybromo (hetero)arenes was investigated systematically. The results show that cheap and readily available in situ Pd(OAc) 2/ rac -BINAP catalyst can catalyze the butoxycarbonylation of various polybromo(hetero)arenes efficiently, and gave (hetero)arenepolycarboxylates with moderate to high yield (59-94%). Using this method, two new compounds, 4,4'-bis(butoxycarbonyl)-1,1'-bi-2-naphthol and dibutyl [2,2'-bipyrimidine]-5,5'-dicarboxylate, are reported for the first time. In addition, the gram-scale preparation of carboxylate and carboxylic acids was successful performed by butoxycarbonylation followed by hydrolysis. This shows the wide scope of substrates and practical applications of the Pd(OAc) 2/ rac -BINAP catalytic system. Moreover, these carboxylic acids and carboxylates can be used as ligands or structural units to construct MOFs, metal complexes, and COFs etc.
Transesterification of various methyl esters under mild conditions catalyzed by tetranuclear zinc cluster
Iwasaki, Takanori,Maegawa, Yusuke,Hayashi, Yukiko,Ohshima, Takashi,Mashima, Kazushi
, p. 5147 - 5150 (2008/09/21)
(Chemical Equation Presented) A new catalytic transesterification promoted by a tetranuclear zinc cluster was developed. The mild reaction conditions enabled the reactions of various functionalized substrates to proceed in good to high yield. A large-scale reaction under solvent-free conditions proceeded with a low E-factor value (0.66), indicating the high environmental and economical advantage of the present catalysis.
Facile synthesis of polypyridine esters: A route to functionalized aldehydes
El-Ghayoury,Ziessel
, p. 7757 - 7763 (2007/10/03)
A wide range of ester-substituted oligopyridines, based on pyridine, 1,8-naphthyridine, 1,10-phenanthroline, 2,2'-bipyridine, and 2,2':6',6-terpyridine units, has been synthesized and fully characterized. The principal reaction involves the palladium(0)-catalyzed carboalkoxylation of the bromo-, chloro- or triflate-substituted pyridine unit with carbon monoxide in the presence of a primary alcohol as nucleophile and a tertiary amine as base. Monofunctionalization of disubstituted compounds is realized by reaction in ethanol under mild conditions (70 °C, 1 atm CO). Stepwise reduction of selected esters with sodium borohydride, followed by Swern oxidation, affords the corresponding carbaldehydes in good yield. Several products are reported for the first time. The synthetic methods reported herein represent a valuable approach to the large-scale preparation of ester-functionalized oligopyridines that can be subsequently transformed to the corresponding alcohols or acids. These procedures also provide a practical methodology to the rational design of ligands bearing different kinds of functionalities.