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Synthesis of Functionalized Pyrazolo[1,5-a]pyridines: [3+2] Cycloaddition of N-Aminopyridines and α,β-Unsaturated Carbonyl Compounds/Alkenes at Room Temperature

Chitrakar Ravi, Supravat Samanta, Darapaneni Chandra Mohan, N. Naresh Kumar Reddy, Subbarayappa Adimurthy*

*Central Salt & Marine Chemicals Research Institute, Council of Scientific & Industrial Research, G.B. Marg, Bhavnagar-364 002, Gujarat, India, Email: adimurthycsmcri.org

C. Ravi, S. Samanta, D. C. Mohan, N. N. K. Reddy, S. Adimurthy, Synthesis, 2017, 49, 2513-2522.

DOI: 10.1055/s-0036-1588753 (free Supporting Information)



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Abstract

The synthesis of functionalized pyrazolo[1,5-a]pyridines through oxidative [3+2] cycloaddition of N-aminopyridines with α,β-unsaturated carbonyl compounds or electron-withdrawing olefins proceeds in N-methylpyrrolidone as the solvent under metal-free conditions at room temperature.

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Key Words

N-methylpyrrolidone, chalcones, fused N-heterocycles, metal-free, drug intermediates, [3+2] cycloaddition, oxygen


ID: J66-Y2017