56070-76-9Relevant academic research and scientific papers
Ligand-Controlled C?O Bond Coupling of Carboxylic Acids and Aryl Iodides: Experimental and Computational Insights
Li, Li,Song, Feifei,Zhong, Xiumei,Wu, Yun-Dong,Zhang, Xinhao,Chen, Jiean,Huang, Yong
, p. 126 - 132 (2020)
Palladium-catalyzed cross-coupling reactions between carboxylic acids and aryl halides have several possible competitive pathways. Decarboxylative C?C bond coupling and C?H arylation are well established in the literature. However, direct C?O bond coupling between carboxylic acids and aryl halides has received little success. In this report, we describe a protocol for exclusive C?O bond formation, enabled by a bidentate N,N-ligand such as 1,10-phenanthroline. The reaction is general for a broad range of carboxylic acids and iodoarenes. Experimental evidence and computational results suggest a high energy barrier for the alternative pathway of decarboxylative carbon-carbon bond coupling. (Figure presented.).
Method for preparing carboxylate aryl type compound
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Paragraph 0114-0119, (2020/02/10)
The invention belongs to the field of drug synthesis and in particular relates to a method for preparing a carboxylate aryltype compound. The preparation method provided by the invention comprises thefollowing steps: providing a compound A of a formula a shown in the description, a compound B of a formula b shown in the description, an organic palladium complex, and a silver salt, wherein the organic palladium complex is composed of a palladium compound and a nitrogen-containing ligand; the nitrogen-containing ligand comprises an o-phenoline compound and/or a bipyridine compound; and mixing the compound A, the compound B, the organic palladium complex and the silver salt in a reaction solvent, and performing a reaction in an inert gas atmosphere, so as to obtain the carboxylate aryl typecompound of a formula I shown in the description. As the organic palladium complex and the silver salt are simultaneously used, direct selectivity C-O coupling of carboxylic acid and halogenated aromatic hydrocarbon is realized, and the method is applicable to a variety of carboxylic acid substrates and halogenated aromatic substrates, and is wide in compatibility and high in yield.
