BF3−H2O Catalyzed Hydroxyalkylation of Aromatics with Aromatic Aldehydes and Dicarboxaldehydes: Efficient Synthesis of Triarylmethanes, Diarylmethylbenzaldehydes, and Anthracene Derivatives

2009 ◽  
Vol 74 (22) ◽  
pp. 8659-8668 ◽  
Author(s):  
G. K. Surya Prakash ◽  
Chiradeep Panja ◽  
Anton Shakhmin ◽  
Eric Shah ◽  
Thomas Mathew ◽  
...  
Keyword(s):  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Anthracene Derivatives

Three-Component Synthesis of 4-Arylidene-3-alkylisoxazol-5(4H)-ones in the presence of potassium 2,5-dioxoimidazolidin-1-ide

2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani
Keyword(s):  
Ethylene Glycol ◽  
Ethyl Acetoacetate ◽  
Reaction Medium ◽  
Hydroxylamine Hydrochloride ◽  
Aromatic Aldehydes ◽  
Catalyst Loading ◽  
Efficient Synthesis ◽  
Current Process ◽  
High Yields ◽  
Low Catalyst Loading

: 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.

scholarly journals Zn(L-proline)2: An efficient and reusable organocatalyst for the synthesis of polyfunctionally substituted pyrans and 2-amino-4-aryl-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives

2019 ◽  
Vol 10 (2) ◽  
pp. 166-170 ◽  
Author(s):  
Fatma Ahmed Abo Elsoud ◽  
Mohamed Abd-Elmonem ◽  
Mohamed Abo Elsebaa ◽  
Kamal Usef Sadek
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Short Reaction Time ◽  
Biologically Relevant ◽  
Three Component Reaction ◽  
High Yields ◽  
Organometallic Catalyst ◽  
Work Up

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.

scholarly journals Tandem four-component reaction for efficient synthesis of dihydrothiophene with substituted amino acid ethyl esters

RSC Advances ◽  
2018 ◽  
Vol 8 (40) ◽  
pp. 22498-22505 ◽  
Author(s):  
Jing Sun ◽  
Yu Zhang ◽  
Chao-Guo Yan
Keyword(s):  
Amino Acid ◽  
Aromatic Aldehydes ◽  
Ethyl Esters ◽  
Efficient Synthesis ◽  
One Pot ◽  
The One

The one-pot four-component reaction of aromatic aldehydes, malononitrile, 1,3-thiazolidinedione and ethyl glycinate hydrochloride in ethanol in the presence of triethylamine afforded trans-dihydrothiophene.

Efficient synthesis of novel cyclic fused-phenothiazines via domino cyclization of 2-(benzo[b][1,4]thiazin-3-ylidene)acetate, aromatic aldehydes and cyclic 1,3-diketones

2019 ◽  
Vol 6 (20) ◽  
pp. 3555-3561 ◽  
Author(s):  
Jing Sun ◽  
Quan-Shun Sun ◽  
Chao-Guo Yan
Keyword(s):  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Phenothiazine Derivatives ◽  
Reaction Conditions

Novel fused and bridged phenothiazine derivatives were selectively synthesized via an acid-promoted reaction of alkyl 2-(benzo[b][1,4]thiazin-3-ylidene)acetate, aromatic aldehydes and cyclic diketones under different reaction conditions.

An efficient synthesis of benzyl bromides from aromatic aldehydes using polymethylhydrosiloxane and (bromodimethyl)sulfonium bromide or N-bromosuccinimide

2007 ◽  
Vol 48 (38) ◽  
pp. 6681-6683 ◽  
Author(s):  
Biswanath Das ◽  
Yallamalla Srinivas ◽  
Harish Holla ◽  
Keetha Laxminarayana ◽  
Ravirala Narender
Keyword(s):  
Aromatic Aldehydes ◽  
Efficient Synthesis

scholarly journals A Solvent-Free Protocol for the Green Synthesis of 5-Arylidene-2,4-thiazolidinediones Using Ethylenediamine Diacetate as Catalyst

2012 ◽  
Vol 2012 ◽  
pp. 1-5 ◽  
Author(s):  
Yuliang Zhang ◽  
Zhongqiang Zhou
Keyword(s):  
Knoevenagel Condensation ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Solvent Free Conditions ◽  
High Yields ◽  
Work Up ◽  
Solvent Free Reaction

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.

ChemInform Abstract: Efficient Synthesis of 9,10-Bis(phenylethynyl)anthracene Derivatives by Integration of Sonogashira Coupling and Double-Elimination Reactions.

ChemInform ◽  
2013 ◽  
Vol 44 (30) ◽  
pp. no-no
Author(s):  
Shinji Toyota ◽  
Daiki Mamiya ◽  
Rie Yoshida ◽  
Ryo Tanaka ◽  
Tetsuo Iwanaga ◽  
...  
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Anthracene Derivatives ◽  
Elimination Reactions

Efficient Synthesis of 9,10-Bis(phenylethynyl)anthracene Derivatives by Integration of Sonogashira Coupling and Double-Elimination Reactions

Synthesis ◽  
2013 ◽  
Vol 45 (08) ◽  
pp. 1060-1068 ◽  
Author(s):  
Shinji Toyota ◽  
Daiki Mamiya ◽  
Rie Yoshida ◽  
Ryo Tanaka ◽  
Tetsuo Iwanaga ◽  
...  
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Anthracene Derivatives ◽  
Elimination Reactions
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