Design, synthesis and evaluation of structurally diverse ortho-acylphenol-diindolylmethane hybrids as anticancer agents

2022 ◽  
Author(s):  
Zhi-Gang Yin ◽  
Xiong-Wei Liu ◽  
Hui-Juan Wang ◽  
Min Zhang ◽  
Xiong-Li Liu ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Anticancer Agents ◽  
Nucleophilic Addition ◽  
Ring Opening ◽  
Building Blocks ◽  
Efficient Synthesis ◽  
Design Synthesis ◽  
Pyrone Ring ◽  
Ring Opening Reaction ◽  
First Time

A highly efficient synthesis of structurally diverse ortho-acylphenol–diindolylmethane hybrids 3 using carboxylic acid-activated chromones as versatile synthetic building blocks is reported here for the first time, through 1,4-nucleophilic addition and followed by a decarboxylation and pyrone ring opening reaction process.

scholarly journals Synthesis of 2-Oxazolines from Ring Opening Isomerization of 3-Amido-2-Phenyl Azetidines

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 857
Author(s):  
Xin Zhou ◽  
Baiyi Mao ◽  
Zhanbin Zhang
Keyword(s):  
Carboxylic Acid ◽  
Asymmetric Catalysis ◽  
Amino Alcohol ◽  
Lewis Acids ◽  
Ring Opening ◽  
Building Blocks ◽  
Efficient Synthesis

Chiral 2-oxazolines are valuable building blocks and famous ligands for asymmetric catalysis. The most common synthesis involves the reaction of an amino alcohol with a carboxylic acid. In this paper, an efficient synthesis of 2-oxazolines has been achieved via the stereospecific isomerization of 3-amido-2-phenyl azetidines. The reactions were studied in the presence of both Brønsted and Lewis acids, and Cu(OTf)2 was found to be the most effective.

scholarly journals Synthesis of a potential bendamustine deschloro dimer impurity

2020 ◽  
pp. 174751982094593
Author(s):  
Jie Yuan ◽  
Hai-Bin Zhu
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Carboxylic Acid ◽  
Ring Opening ◽  
High Performance ◽  
Efficient Synthesis ◽  
Carboxylic Acid Groups ◽  
Ring Opening Reaction ◽  
Hydrolysis Of

Bendamustine deschloro dimer was considered as a potential impurity in bendamustine hydrochloride resulting from the hydrolysis of bendamustine followed by intermolecular esterification. An efficient synthesis of bendamustine deschloro dimer was achieved from 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate involving nine sequential steps including benzyl-protection/deprotection of the amine and carboxylic acid groups, saponification, ring-opening reaction of oxirane as well as Fischer/Steglish esterfication and so on. The target bendamustine deschloro dimer was obtained using a high-performance liquid chromatography in a purity of 95.63%.

An efficient synthesis of imidodicarbonic diamides from 1,3-thiazetidin-2-ones with NH2OH·HCl via ring-opening reaction

2015 ◽  
Vol 26 (1) ◽  
pp. 85-88 ◽  
Author(s):  
Wen-Yuan Tang ◽  
Jing-Jing Guo ◽  
Xing-Xing Gui ◽  
De-Man Han ◽  
Jian-Jun Li
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Ring Opening Reaction

New ring-opening reaction of thiiranes with carboxylic acid derivatives catalyzed by quaternary onium salts

1994 ◽  
Vol 35 (26) ◽  
pp. 4571-4574 ◽  
Author(s):  
Atsushi Kameyama ◽  
Masahiro Kiyota ◽  
Tadatomi Nishikubo
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Ring Opening Reaction ◽  
Onium Salts

scholarly journals Facile Synthesis of 3-(Azol-1-yl)-1-adamantanecarboxylic Acids—New Bifunctional Angle-Shaped Building Blocks for Coordination Polymers

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2717 ◽  
Author(s):  
Dmitry Pavlov ◽  
Taisiya Sukhikh ◽  
Evgeny Filatov ◽  
Andrei Potapov
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Coordination Polymers ◽  
Building Blocks ◽  
X Ray Diffraction ◽  
Facile Synthesis ◽  
X Ray ◽  
Adamantanecarboxylic Acid ◽  
Concentrated Sulfuric Acid ◽  
First Time

For the first time, orthogonally substituted azole-carboxylate adamantane ligands were synthesized and used for preparation of coordination polymers. The angle-shaped ligands were prepared by the reaction of 1-adamantanecarboxylic acid and azoles (1H-1,2,4-triazole, 3-methyl-1H-1,2,4-triazole, 3,5-dimethyl-1H-1,2,4-triazole, 1H-tetrazole, 5-methyl-1H-tetrazole) in concentrated sulfuric acid. Variation of the solvent and substituents in azole rings allowed to prepare both 1D and 2D copper(II) and nickel(II) coordination polymers, [Cu2(trzadc)4(H2O)0.7]∙DMF∙0.3H2O, [Cu(trzadc)2(MeOH)]∙MeOH, [Ni(trzadc)2(MeOH)2] and [Cu2(mtrzadc)3(MeOH)]+NO3– (trzadc-3-(1,2,4-triazol-1-yl)-adamantane-1-carboxylic acid; mtrzadc-3-(3-methyl-1,2,4-triazol-1-yl)-adamantane-1-carboxylic acid) which were structurally characterized by single crystal X-ray diffraction. Complex [Cu(trzadc)2(MeOH)]∙MeOH was shown to act as a catalyst in the Chan-Evans-Lam arylation reaction.

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