Synthesis of N,N'-Diacylhydrazines and their use in Various Synthetic Transformations

2021 ◽  
Vol 25 ◽  
Author(s):  
Mohammed A. Baashen

: The current work reviews the synthesis of N,N'-diacylhydrazines and their use in various synthetic transformationshave been reviewed. Three synthetic routes are commonly used to produce N,N'-diacylhydrazines. They are produced through the coupling of acyl chlorides and carbohydrazides, the reaction of hydrazine hydrate and carboxylic acids or isocyanates, and the dimerization of carbohydrazides. N,N'-Diacylhydrazines are involved in many synthetic transformations to produce various types of compounds. They can be oxidized to produce the corresponding esters and act as precursors in the synthesis of various heterocycles such as 1,3,4-oxadiazoles, 1,3,4-thiadiazoles, 1,2,4-triazoles, pyrazoles, tetrazines, and crown ethers.

Synthesis ◽  
2021 ◽  
Author(s):  
Wey-Chyng Jeng ◽  
Po-Chung Chien ◽  
Sandip Sambhaji Vagh ◽  
Athukuri Edukondalu ◽  
Wenwei Lin

We report an efficient method for the direct β-acylation of 2-ylideneoxindoles with acyl chlorides in the presence of base-catalyzed by organophosphanes. A variety of functionalized 2-ylideneoxindoles were prepared in moderate to good yields under metal-free and mild conditions via a tandem phospha-Michael/O-acylation/intramolecular cyclization/ rearrangement sequence. The mechanistic investigations revealed that the C-O bond cleavage on possible betaine intermediate is the key step for the installation of keto-functionality at β-position of 2-ylideneoxindoles in a highly stereospecific manner. The synthetic utility of this protocol could also be proven by scale-up reactions and synthetic transformations of the products.


Coatings ◽  
2020 ◽  
Vol 10 (7) ◽  
pp. 629 ◽  
Author(s):  
Carmen-Alice Teacă ◽  
Fulga Tanasă

Wood surface modification is a comprehensive concept which, in time, turned out to be as successful as challenging when it comes to improve the resistance of wood during its life cycle in both indoor and outdoor applications. The initial approaches have aimed at simple methods with immediate results. Nowadays, the paradigm has slightly changed due to the scientific and technical advances, and some methods has become intermediate stages in more complex processes, after being used, for long time, as stand-alone procedures. The esterification was employed as a convenient method for wood surface modification due to the high amount of free hydroxyl groups available at the surface of wood and other lignocellulosic materials. Therefore, different esterification approaches were tested: activated condensation with carboxylic acids (monocarboxylic, as well as dicarboxylic acids, fatty acids, etc.) in the presence of condensation activating agents (such as trifluoroacetic anhydride); reaction with β-halogen-substituted carboxylic acids; esterification using carboxylic acids derivatives (acyl chlorides, anhydrides) or even multifunctional carboxylic acids (i.e., tricine). Thus, wood with improved dimensional stability and weathering resilience, higher fire resistance, enhanced hydrophobic character, and mechanical durability was obtained. This paper offers an overview of some of the most recent advances reported in the field, presented in a systematic manner, using the type of reaction as classification criterion. The main improvements will be outlined in a critical assessment in order to provide an useful tool for a wise choice in future applications.


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