ChemInform Abstract: Cyclopropyl Building blocks in Organic Synthesis. Part 56. A New and Efficient Access to Oxazoline-5-carboxylates and Amino Acid Derivatives with Cyclopropyl Groups.

ChemInform ◽  
2000 ◽  
Vol 31 (43) ◽  
pp. no-no
Author(s):  
Marcus W. Noetzel ◽  
Markus Tamm ◽  
Thomas Labahn ◽  
Mathias Noltemeyer ◽  
Mazen Es-Sayed ◽  
...  
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Building Blocks ◽  
Amino Acid Derivatives ◽  
Efficient Access

Electrochemical Oxidative Esterification of Thiophenols: Efficient Access to Sulfinic Esters

2020 ◽  
Vol 17 (7) ◽  
pp. 540-547
Author(s):  
Chun-Hui Yang ◽  
Cheng Wu ◽  
Jun-Ming Zhang ◽  
Xiang-Zhang Tao ◽  
Jun Xu ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Efficient Method ◽  
High Efficiency ◽  
Building Blocks ◽  
Constant Current ◽  
Good Efficiency ◽  
Oxidative Esterification ◽  
Efficient Access ◽  
New Applications ◽  
Sulfinic Esters

Background: The sulfinic esters are important and useful building blocks in organic synthesis. Objective: The aim of this study was to develop a simple and efficient method for the synthesis of sulfinic esters. Materials and Methods: Constant current electrolysis from thiols and alcohols was selected as the method for the synthesis of sulfinic esters. Results and Discussion: A novel electrochemical method for the synthesis of sulfinic esters from thiophenols and alcohols has been developed. Up to 27 examples of sulfinic esters have been synthesized using the current methods. This protocol shows good functional group tolerance as well as high efficiency. In addition, this protocol can be easily scaled up with good efficiency. Notably, heterocycle-containing substrates, including pyridine, thiophene, and benzothiazole, gave the desired products in good yields. A plausible reaction mechanism is proposed. Conclusion: This research not only provides a green and efficient method for the synthesis of sulfinic esters but also shows new applications of electrochemistry in organic synthesis. It is considered that this green and efficient synthetic protocol used to prepare sulfinic esters will have good applications in the future.

UV-Light-Induced Dehydrogenative N-Acylation of Amines with 2-Nitrobenzaldehydes to Give 2-Aminobenzamides

Synthesis ◽  
2022 ◽  
Author(s):  
Dishu Zeng ◽  
Tianbao Yang ◽  
Niu Tang ◽  
Wei Deng ◽  
Jiannan Xiang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Efficient Method ◽  
Building Block ◽  
Room Temperature ◽  
Uv Light ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Plausible Mechanism ◽  
High Yields

A simple, mild, green and efficient method for the synthesis of 2-aminobenzamides was highly desired in organic synthesis. Herein, we developed an efficient, one-pot strategy for the synthesis of 2-aminobenzamides with high yields irradiated by UV light. 32 examples proceeded successfully by this photo-induced protocol. The yield reached up to 92%. The gram scale was also achieved easily. This building block could be applied in the preparation of quinazolinones derivatives. Amino acid derivatives could be employed smoothly at room temperature. Finally, a plausible mechanism was proposed.

Amino Acid Derivatives in Organic Synthesis, Part 4 [1]: Facile Synthesis of Heterocycles Containing a Glycine Residue

2000 ◽  
Vol 55 (1) ◽  
pp. 104-108 ◽  
Author(s):  
Laila M. Chabaka ◽  
Yehia A. Allam ◽  
Galal A. M. Nawwar
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Acid Group ◽  
The Other ◽  
Amino Acid Derivatives ◽  
Carboxylic Acid Group ◽  
Facile Synthesis ◽  
Peptide Linkage ◽  
Active Methylene Compounds ◽  
Active Methylene

Pyridines, thiazolopyridines and pyrazolopyrans containing glycinate residue were prepared by reacting N-cyanoacryloglycinate ylidenes with active methylene compounds via a Michael addition - intracyclization synthetic pathway.Simple routes for the synthesis of heterocycles with an amino acid residue were previously reported [1-3] as the incorportation of these residues improves the pharmacokinetics and toxicity of active compounds [4,5]. However, trials to deesterify these residues for coupling purposes were unsuccessful. So, we tried herein new approaches for synthesizing heterocyles carrying one or two glycine moieties with free carboxylic acid group to facilitate further peptide linkage [6] on one hand and on the other one could be able to form metal chelates, a property having a significant output on the toxicological behaviour [7]

Preparation of enantiopure long chain threo-2-amino-3-hydroxyesters via chiral morpholinone-derived azomethine ylids

2006 ◽  
Vol 84 (10) ◽  
pp. 1448-1455 ◽  
Author(s):  
Victoria A Brome ◽  
Laurence M Harwood ◽  
Helen MI Osborn
Keyword(s):  
Amino Acid ◽  
Building Blocks ◽  
Dipolar Cycloaddition ◽  
Amino Acid Derivatives ◽  
Synthetic Approach ◽  
Alkyl Chains ◽  
Long Chain

The synthetic approach to threo-2-amino-3-hydroxyesters possessing long alkyl chains outlined herein centres on the generation of chiral azomethine ylids by reaction of (5R)-5-phenyl-morpholin-2-one, (R)-(1), with long chain aldehydes. In the presence of a second equivalent of aldehyde, the azomethine ylid can be trapped to afford a cycloadduct with three new stereodefined centres. Degradation of the cycloadduct allows entry to β-substituted-α-amino acid derivatives, which have potential as building blocks for sphingosine synthesis.Key words: sphingosine, morpholinone, chiral azomethine ylid, dipolar cycloaddition.

Palladium-Catalyzed Intermolecular Aminocarbonylation of Alkenes: Efficient Access of β-Amino Acid Derivatives

2015 ◽  
Vol 137 (7) ◽  
pp. 2480-2483 ◽  
Author(s):  
Jiashun Cheng ◽  
Xiaoxu Qi ◽  
Ming Li ◽  
Pinhong Chen ◽  
Guosheng Liu
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Efficient Access ◽  
Palladium Catalyzed
Sign in / Sign up

Export Citation Format

Share Document