Bismuth(III)-catalyzed rapid and highly efficient synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles in water

2008 ◽  
Vol 86 (2) ◽  
pp. 124-128 ◽  
Author(s):  
J S Yadav ◽  
B.V. Subba Reddy ◽  
K Premalatha ◽  
K Shiva Shankar

2-Aryl-1-arylmethyl-1H-benzimidazoles are prepared in high yields under extremely mild conditions via the condensation of aryl-1,2-diamines with aromatic aldehydes using 10 mol% of bismuth triflate in water. The use of water and readily available bismuth triflate makes this process quite simple, more convenient, and environment-friendly.Key words: aryl-1,2-diamines, aromatic aldehydes, bismuth catalysis, benzimidazoles.

SynOpen ◽  
2021 ◽  
Vol 05 (01) ◽  
pp. 91-99
Author(s):  
Raju Jannapu Reddy ◽  
Angothu Shankar ◽  
Md. Waheed

AbstractA highly efficient and eco-friendly method has been developed for the synthesis of allyl sulfones using Morita–Baylis–Hillman (MBH) adducts and thiosulfonates under mild conditions. The Cs2CO3-promoted radical sulfonylation provided a series of allyl sulfones in good to high yields with high stereoselectivities. A wide variety of MBH bromides/acetates as well as thiosulfonates were tolerated and reliable in scaled-up synthesis. A plausible mechanism is proposed to rationalize the radical sulfonylation.


2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani

: An efficient synthesis of 4-arylidene-3-alkylisoxazole-5(4H)-ones has been implemented via the three-component cyclocondensation of aryl(heteroaryl)aldehydes with hydroxylamine hydrochloride and β-ketoesters. The potassium 2,5-dioxoimidazolidin-1-ide has been introduced as the new organocatalyst to facilitate of this heterocyclization. In the current process, three starting materials, including substituted benzaldehydes/heterocyclic aromatic aldehydes, hydroxylamine hydrochloride, and ethyl acetoacetate/propyl acetoacetate/butyryl acetoacetate have been successfully used for the synthesize of the number of substituted isoxazole-5(4H)-ones in good to high yields in ethylene glycol as a green reaction medium at 80 ºC. The low catalyst loading is also a main advantage over the some reported catalysts.


2019 ◽  
Vol 10 (2) ◽  
pp. 166-170 ◽  
Author(s):  
Fatma Ahmed Abo Elsoud ◽  
Mohamed Abd-Elmonem ◽  
Mohamed Abo Elsebaa ◽  
Kamal Usef Sadek

Efficient synthesis of non-annulated 2-amino-4H-pyrans and 2-amino-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives, which are biologically relevant heterocycles is achieved, utilizing a domino three-component reaction of ethyl acetoacetate or kojic acid with aromatic aldehydes and malononitrile catalyzed by Zn(L-proline)2 as reusable organometallic catalyst. The process exhibits high atom economy, short reaction time, simple work up, high yields and environmentally friendly nature. Excellent yields of the targeted molecules have been obtained.


2019 ◽  
Vol 17 (13) ◽  
pp. 3462-3470 ◽  
Author(s):  
Qiong Wu ◽  
Gui-Lin Li ◽  
Shuang Yang ◽  
Xiao-Qin Shi ◽  
Tian-Zi Huang ◽  
...  

An organocatalytic chemo- and regioselective C6-functionalization of 2,3-disubstituted indoles has been established via a reaction with ortho-hydroxybenzyl alcohols, which afforded biologically important diarylindol-6-ylmethanes in high yields.


2020 ◽  
Vol 31 (7) ◽  
pp. 1877-1880
Author(s):  
Dongping Luo ◽  
Lin Min ◽  
Weiping Zheng ◽  
Lidong Shan ◽  
Xinyan Wang ◽  
...  

2009 ◽  
Vol 62 (4) ◽  
pp. 353 ◽  
Author(s):  
Ji-Tai Li ◽  
Ming-Xuan Sun

The condensation of aromatic aldehydes and barbituric acid catalyzed by SiO2·12WO3·24H2O in aqueous media at room temperature gave 5-arylidene barbituric acid in high yields with or without the use of ultrasound, providing a simple and efficient route to synthesis of these compounds.


2012 ◽  
Vol 2012 ◽  
pp. 1-5 ◽  
Author(s):  
Yuliang Zhang ◽  
Zhongqiang Zhou

A simple and efficient synthesis of 5-arylidene-2,4-thiazolidinediones by the Knoevenagel condensation of aromatic aldehydes with 2,4-thiazolidinedione catalyzed by ethylenediamine diacetate under solvent-free conditions is described. The major advantages of this method are simple experimental and work-up procedures, solvent-free reaction conditions, small amount of catalyst, short reaction time, high yields, and utilization of an inexpensive and reusable catalyst.


Synthesis ◽  
2018 ◽  
Vol 50 (13) ◽  
pp. 2577-2586 ◽  
Author(s):  
Jia-Ni Yuan ◽  
Hui-Xia Liu ◽  
Qin-Qin Tian ◽  
Nan Ji ◽  
Kuo Shen ◽  
...  

We report a highly efficient asymmetric Michael addition of dithiomalonates to trans-β-nitroolefins catalyzed by versatile cinchona-based bifunctional thioureas, which provides the corresponding adducts in high yields (up to 92%) and with excellent enantioselectivities (up to 99% ee) under mild conditions. Replacement of the catalyst with its pseudo-enantiomer gives the Michael adducts with opposite configuration in similar yields and enantioselectivities.


RSC Advances ◽  
2015 ◽  
Vol 5 (14) ◽  
pp. 10768-10772 ◽  
Author(s):  
Hong-Ru Dong ◽  
Zi-Bao Chen ◽  
Rong-Shan Li ◽  
Heng-Shan Dong ◽  
Zhi-Xiang Xie

One-pot, atom-economical, catalyst-free and tri-component domino reactions are applied to diversity-oriented synthesis (DOS) of disubstituted piperazine derivatives under mild conditions with moderate to high yields.


ChemInform ◽  
2009 ◽  
Vol 40 (30) ◽  
Author(s):  
Yukihiro Motoyama ◽  
Masaharu Aoki ◽  
Naoki Takaoka ◽  
Ryuta Aoto ◽  
Hideo Nagashima

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