Nitrile Biotransformations for the Efficient Synthesis of Highly Enantiopure 1-Arylaziridine-2-carboxylic Acid Derivatives and Their Stereoselective Ring-Opening Reactions

2007 ◽  
Vol 72 (6) ◽  
pp. 2040-2045 ◽  
Author(s):  
Jin-Yuan Wang ◽  
De-Xian Wang ◽  
Qi-Yu Zheng ◽  
Zhi-Tang Huang ◽  
Mei-Xiang Wang
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Efficient Synthesis ◽  
Ring Opening Reactions

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.

Efficient Synthesis and Ring-Opening Reactions of Monofluorinated Epoxides Derived from α-Fluorosulfoximines

2010 ◽  
Vol 352 (16) ◽  
pp. 2799-2804 ◽  
Author(s):  
Wei Zhang ◽  
Jinbo Hu
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Ring Opening Reactions

Zwitterion Structure and Acylative Ring-Opening Reactions of 2-Amino-thiazoline-4-carboxylic Acid

1962 ◽  
Vol 27 (9) ◽  
pp. 3117-3123 ◽  
Author(s):  
Oscar Gawron ◽  
Joseph Fernando ◽  
John Keil ◽  
T. J. Weismann
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Ring Opening Reactions

A facile post-modification strategy for carboxylic acid-functionalized UV-responsive pressure-sensitive adhesives

2022 ◽  
Author(s):  
Chiwon Hwang ◽  
Jong-Ho Back ◽  
Dowon Ahn ◽  
Hyun-Jong Paik ◽  
Wonjoo Lee ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Pressure Sensitive Adhesives ◽  
Pressure Sensitive ◽  
Ring Opening Reactions ◽  
Post Modification

UV-responsive pressure-sensitive adhesives (PSAs) were achieved through the ring-opening reactions of N-carbonyl aziridine radicals.

Iridium-catalyzed asymmetric ring-opening reactions of azabenzonorbornadiene with carboxylic acid nucleophiles

2013 ◽  
Vol 18 (1) ◽  
pp. 101-110 ◽  
Author(s):  
Yuhua Long ◽  
Wenling Wang ◽  
Dingqiao Yang ◽  
Han Jiang ◽  
Kaixuan Chen ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Ring Opening Reactions ◽  
Asymmetric Ring Opening

Acid-Catalyzed Intramolecular Ring-Opening Reactions of Cyclopropanated Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles

Synthesis ◽  
2021 ◽  
Author(s):  
Angel Ho ◽  
Austin Pounder ◽  
Samuel Koh ◽  
Matthew Macleod ◽  
Emily Carlson ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Reaction Conditions ◽  
Ring Opening Reactions ◽  
Acidic Conditions ◽  
Acid Catalyzed ◽  
Type 3 ◽  
Intramolecular Ring

The present work demonstrates the ability of carboxylic acid-tethered cyclopropanated oxabenzonorbornadienes (CPOBDs) to undergo ring-opening reactions in mild acidic conditions. The optimized reaction conditions involve the use of pTsOH in DCE at 90 °C. Two regioisomers are formed but the reactions are highly regioselective towards type 3 ring-opened products. It was observed that substitution at the C-5 and aryl positions of CPOBD significantly hinders the ring opening reactions leading to decreased yields of ring-opened product, although high regioselectivity for the Type 3 ring-opened product is still maintained. Herein, we report the first examples of acid-catalyzed intramolecular ring-opening reactions of CPOBD with carboxylic acid nucleophiles.

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%.

Type 2 Ring-Opening Reactions of Cyclopropanated 7-Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles

Synthesis ◽  
2016 ◽  
Vol 48 (23) ◽  
pp. 4253-4259 ◽  
Author(s):  
William Tam ◽  
Emily Carlson ◽  
Daniel Hong
Keyword(s):  
Carboxylic Acid ◽  
Ring Opening ◽  
Ring Opening Reactions
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