benzoin condensation
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2021 ◽  
Author(s):  
Killian Onida ◽  
Leyli Ibrahimli ◽  
Nicolas Duguet

Substituted vinylene carbonates were directly prepared from aromatic aldehydes following a one-pot Benzoin condensation / transcarbonation sequence under solvent-free conditions. The combination of a N-phenyl substituted triazolium salt NHC precursor and 4-dimethylaminopyridine (DMAP) was found essential to reach high yield and selectivity. The reaction scope was investigated with a range of aromatic aldehydes and the corresponding vinylene carbonates were obtained with 32-86% isolated yields (14 examples).


2021 ◽  
Vol 21 (4) ◽  
pp. 2423-2428
Author(s):  
Aoi Washio ◽  
Momoka Hosaka ◽  
Naohiro Uemura ◽  
Yasushi Yoshida ◽  
Takashi Mino ◽  
...  
Keyword(s):  

2021 ◽  
pp. 32-34
Author(s):  
Jie Jack Li
Keyword(s):  

2021 ◽  
Vol 19 (7) ◽  
pp. 1488-1492
Author(s):  
Killari Satyam ◽  
Jakkula Ramarao ◽  
Surisetti Suresh

NHC-Catalyzed intramolecular benzoin condensation–oxidation has been disclosed for the expedient synthesis of diverse seven-membered heterocyclic 1,2-diketones in good to excellent yields, under ambient conditions.


Author(s):  
Richard S. Massey ◽  
Jacob Murray ◽  
Christopher J. Collett ◽  
Jiayun Zhu ◽  
Andrew D. Smith ◽  
...  

An initial rate evaluation of the triazolium-catalysed benzoin condensation permitted a Hammett structure–activity analysis providing insight into the rate-limiting step.


2020 ◽  
Vol 09 ◽  
Author(s):  
Minita Ojha ◽  
R. K. Bansal

Background: During the last two decades, horizon of research in the field of Nitrogen Heterocyclic Carbenes (NHC) has widened remarkably. NHCs have emerged as ubiquitous species having applications in a broad range of fields, including organocatalysis and organometallic chemistry. The NHC-induced non-asymmetric catalysis has turned out to be a really fruitful area of research in recent years. Methods: By manipulating structural features and selecting appropriate substituent groups, it has been possible to control the kinetic and thermodynamic stability of a wide range of NHCs, which can be tolerant to a variety of functional groups and can be used under mild conditions. NHCs are produced by different methods, such as deprotonation of Nalkylhetrocyclic salt, transmetallation, decarboxylation and electrochemical reduction. Results: The NHCs have been used successfully as catalysts for a wide range of reactions making a large number of building blocks and other useful compounds accessible. Some of these reactions are: benzoin condensation, Stetter reaction, Michael reaction, esterification, activation of esters, activation of isocyanides, polymerization, different cycloaddition reactions, isomerization, etc. The present review includes all these examples published during the last 10 years, i.e. from 2010 till date. Conclusion: The NHCs have emerged as versatile and powerful organocatalysts in synthetic organic chemistry. They provide the synthetic strategy which does not burden the environment with metal pollutants and thus fit in the Green Chemistry.


2020 ◽  
Author(s):  
Andrew Eisterhold ◽  
Steffen Otterbach ◽  
Stefan Bräse ◽  
Patrick Weis ◽  
Xiqu Wang ◽  
...  

Cyclobenzoins are stable and shape-persistent macrocycles which offer promise as components of optoelectronic and porous materials. We report three new cyclotetrabenzoins, derived from biphenyl, naphthalene, and tolane skeletons. Their synthesis relied on the N-heterocyclic carbene-catalyzed benzoin condensation. Isolated as their acetic esters, these compounds are characterized by structures similar in shape, but larger in size than the parent cyclotetrabenzoin. Alkyne groups of the tolane-based cyclotetrabenzoin were post-synthetically functionalized with Co2(CO)6 moieties under mild reaction conditions.<br>


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