A metal-free and a solvent-free synthesis of thio-amides and amides: an efficient Friedel–Crafts arylation of isothiocyanates and isocyanates

RSC Advances ◽  
2014 ◽  
Vol 4 (105) ◽  
pp. 60798-60807 ◽  
Author(s):  
Begur Vasanthkumar Varun ◽  
Ankush Sood ◽  
Kandikere Ramaiah Prabhu

A rapid, metal-free and solvent-free (very low loading of solvent in few cases) reaction conditions for synthesizing thioamides and amides using a Bronsted super acid such as triflic acid has been developed.

RSC Advances ◽  
2017 ◽  
Vol 7 (17) ◽  
pp. 10524-10528 ◽  
Author(s):  
Pulaganti Vijayaprasad ◽  
Avudoddi Venkanna ◽  
Medi Shanker ◽  
Eslavath Kishan ◽  
Pallapothula Venkateswar Rao

A simple, efficient and novel methodology has been developed for the synthesis of substituted furans mediated by triflic acid. In the reaction initial step involves the Friedel–Crafts arylation, followed by the dehydrative cyclization.


2018 ◽  
Vol 20 (20) ◽  
pp. 4738-4745 ◽  
Author(s):  
D. S. Wunschik ◽  
K. N. Ingenbosch ◽  
M. Zähres ◽  
J. Horst ◽  
C. Mayer ◽  
...  

An enzymatically controlled one-step synthesis of a non-isocyanate polyurethane monomer from sustainable resources is feasible under mild reaction conditions.


2021 ◽  
Vol 17 ◽  
pp. 2642-2649
Author(s):  
Akhil K Dubey ◽  
Raghunath Chowdhury

An enantioselective 1,4-conjugate addition of nitromethane to β-silyl α,β-unsaturated carbonyl compounds catalyzed by bifunctional squaramide catalysts has been developed. This methodology offers both enantiomers of β-silyl nitroalkanes in good to excellent yields (up to 92%) and enantioselectivities (up to 97.5% ee) under solvent-free conditions at room temperature. Control experiments reveal that the presence of a β-silyl group in the enones is crucial for high reactivity under the optimized reaction conditions.


RSC Advances ◽  
2020 ◽  
Vol 10 (20) ◽  
pp. 12113-12118 ◽  
Author(s):  
Xiaoqin Xiao ◽  
Juan Luo ◽  
Zongjie Gan ◽  
Wengao Jiang ◽  
Qiang Tang

A facile metal-free and solvent-free benzannulation was developed for the construction of m-terphenyl derivatives starting from aryl methyl ketones and triethyl orthoformate. This is a tandem reaction which merged six steps into one-pot procedure.


2016 ◽  
Vol 12 ◽  
pp. 2046-2054 ◽  
Author(s):  
Lubabalo Mafu ◽  
Ben Zeelie ◽  
Paul Watts

The use of natural resources as a chemical feedstock for the synthesis of added-value products is gaining interest; as such we report an environmentally friendly method for the synthesis of para-menthane-3,8-diol from natural citronellal oil in 96% yield, under solvent free aqueous conditions. The acylation of para-menthane-3,8-diol with various acid anhydrides over polymer-supported scandium triflate (PS-Sc(OTf)3) catalyst was subsequently developed, where both hydroxy groups of para-menthane-3,8-diol could be simultaneous acylated under mild reaction conditions to form the corresponding diesters in good yields. The advantages of this method include a simple procedure from natural resources, using solvent-free reaction conditions.


Catalysts ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 850
Author(s):  
Njomza Ajvazi ◽  
Stojan Stavber

C–C bond formation is one of the most important implements in synthetic organic chemistry. In pursuit of effective synthetic routes functioning under greener pathways to achieve direct C–C bond formation, we report N-iodosuccinimide (NIS) as the most effective precatalyst among the N-halosuccinimides (NXSs) for the direct cross-coupling of benzyl alcohols with C-nucleophiles under solvent-free reaction conditions (SFRC). The protocol is metal-free, and air- and water-tolerant, providing a large-scale synthesis with almost quantitative yields.


Synlett ◽  
2019 ◽  
Vol 30 (13) ◽  
pp. 1573-1579 ◽  
Author(s):  
Divakar Reddy Indukuri ◽  
Gal Reddy Potuganti ◽  
Manjula Alla

A facile, rapid, metal-free regioselective halogenation and thiocyanation of imidazo[1,2-a]pyridine/pyrimidine heterocycles has been achieved under solvent-free reaction conditions. Halogenations and thiocyanation of the heterocycles could be accomplished by simple grinding of reactants and hypervalent iodine reagents with the corresponding alkali metal or ammonium salts. The method has been extrapolated to a cleaner synthesis of brominated imidazo[1,2-a]pyridine/pyrimidine derivatives, starting from the corresponding heterocyclic amines and substituted α-bromoketones, utilising HBr generated in situ as the source of bromine.


Synthesis ◽  
2017 ◽  
Vol 49 (15) ◽  
pp. 3471-3475 ◽  
Author(s):  
Widukind Moormann ◽  
Daniel Langbehn ◽  
Rainer Herges

A convenient two-step synthesis of diazocine starting from 2-nitrotoluene is described. The first step, the oxidative dimerization of 2-nitrotoluene, is improved to 95% yield. The second step, the reductive azo cyclization, is performed as a solvent-free reaction with lead powder in a ball mill (51% yield). As a reference, the previously described azo cyclization with Zn/Ba(OH)2 is investigated in detail. The results explain why in previous experiments the yields are low and extremely dependent on the reaction conditions. In view of potential applications in photopharmacology, we checked the stability under reducing conditions. Diazocine does not react with glutathione, indicating intracellular stability.


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