Efficient microwave-assisted diastereoselective synthesis of indole-based 4,5-dihydrofurans via a one-pot, three-component reaction in water

2017 ◽  
Vol 16 (2) ◽  
pp. 677-682 ◽  
Author(s):  
Robabeh Baharfar ◽  
Razieh Azimi ◽  
Zeinab Asdollahpour
Author(s):  
Gaurao D. Tibhe ◽  
Miguel Angel Reyes-González ◽  
Carlos Cativiela ◽  
Mario Ordóñez

A simple, efficient and general method has been developed for the high diastereoselective synthesis of α-aminophosphonates through “one-pot” three-component reaction of alkyl and aryl aldehydes with (S)-α-methylbenzylamine or (S)-3,3-dimethyl-2-butylamine and dimethyl phosphite (Kabachnik-Fields reaction), which proceeds in short time using microwave irradiation under solvent and catalyst free-conditions. This method could be useful in the large-scale synthesis of α-aminophosphonates in short reaction time


Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 38
Author(s):  
Fernando J. Lorenzo ◽  
Romina A. Ocampo ◽  
Sandra D. Mandolesi

We present here a new proposal for the “one pot” generation of new 4-thiazolidinones (9a–e) through a multicomponent reaction under microwave irradiation conditions, using aromatic and heteroaromatic amines (8a–e), absolute ethanol as a “green” solvent and modifying the aldehyde group in the glycosidic residue, synthesized from D-mannitol. The study is focused in the variation of the irradiation times and the concentration of thioglycolic acid in order to study the possibility of controlling the structure and/or stereochemistry of the products formed in the reaction. Thiazolidinones 9a–d were obtained with a 69–82% The generation of the corresponding reaction products were monitored by TLC and CG-MS, taking reaction aliquots. The conditions reaction proved to be chemoselective depending on the excess of acid and irradiation times.


ChemInform ◽  
2013 ◽  
Vol 44 (35) ◽  
pp. no-no
Author(s):  
Sorour Ramezanpour ◽  
Saeed Balalaie ◽  
Frank Rominger ◽  
Hamid Reza Bijanzadeh

2012 ◽  
Vol 53 (52) ◽  
pp. 7088-7092 ◽  
Author(s):  
Mohammad Ali Rasouli ◽  
Mohammad Mahdavi ◽  
Parviz Rashidi Ranjbar ◽  
Mina Saeedi ◽  
Abbas Shafiee ◽  
...  

ChemInform ◽  
2013 ◽  
Vol 44 (14) ◽  
pp. no-no
Author(s):  
Mohammad Ali Rasouli ◽  
Mohammad Mahdavi ◽  
Parviz Rashidi Ranjbar ◽  
Mina Saeedi ◽  
Abbas Shafiee ◽  
...  

2016 ◽  
Vol 18 (7) ◽  
pp. 2201-2205 ◽  
Author(s):  
Ashish Anand ◽  
Jayashree Yenagi ◽  
J. Tonannavar ◽  
Manohar V. Kulkarni

A one-pot three component reaction has been developed for the synthesis of substituted cyclopropanes employing 4-bromomethyl-2H-chromen-2-one/quinolin-2(1H)-ones, aromatic aldehydes and activated nitriles.


Synlett ◽  
2019 ◽  
Vol 31 (03) ◽  
pp. 267-271 ◽  
Author(s):  
Firouz Matloubi Moghaddam ◽  
Atiyeh Moafi ◽  
Behzad Jafari ◽  
Alexander Vilinger ◽  
Peter Langer

A regio- and diastereoselective synthesis of 2,3-dihydro-10b′H-spiro[indeno[1,2-b]quinoxaline-11,1′-pyrrolo[2,1-a]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N-ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis.


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