A novel one-pot multi-component synthesis of 3,3’-disubstituted oxindole and spirooxindole scaffolds via Sn-catalyzed C(sp3)–H functionalization of azaarenes by sequential Knoevenagel–Michael-cyclization reaction

RSC Advances ◽  
2015 ◽  
Vol 5 (99) ◽  
pp. 81103-81107 ◽  
Author(s):  
Santosh S. Chavan ◽  
Mohsinkhan Y. Pathan ◽  
Shridhar H. Thorat ◽  
Rajesh Gonnade ◽  
Shafeek A. R. Mulla

Sn-catalyzed C(sp3)–H bond functionalization of 2-methyl azaarenes/2-(azaaryl)methanes has been achieved for the first time in a one-pot reaction with isatin and active methylene compounds.

2021 ◽  
Vol 9 ◽  
Author(s):  
Nagaraju Kerru ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda

We report a highly efficient green protocol for developing a novel library of 1,2,4-triazole-tagged 1,4-dihydropyridine analogs through the one-pot process from the four-component fusion of the 1H-1,2,4-triazol-3-amine with different chosen aldehydes, diethyl acetylenedicarboxylate, and active methylene compounds in a water medium under microwave irradiation and catalyst-free conditions. Excellent yields (94–97%) of the target products were achieved with high selectivity with a short reaction time (<12 min) at room temperature. The structures of the synthesized pyrimidine analogs were established by NMR and HRMS spectroscopic analysis. Simple workup, impressive yields, no column chromatography, green solvent, rapid reaction, and excellent functional group tolerance are the benefits of this protocol.


2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Manisha Bihani ◽  
Pranjal P. Bora ◽  
Ghanashyam Bez

Amberlyst A21 catalyzed one-pot three-component coupling of aldehyde and malononitrile with active methylene compounds such as acetylacetone and ethyl acetoacetate for the synthesis of pharmaceutically important polyfunctionalized 4H-pyrans has been reported. Simple experimental procedure, no chromatographic purification, no hazardous organic solvents, easy recovery and reusability of the catalyst, and room temperature reaction conditions are some of the highlights of this protocol for the synthesis of pharmaceutically relevant focused libraries.


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