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Copper-Catalyzed Simultaneous Activation of C-H and N-H Bonds: Three-Component One-Pot Cascade Synthesis of Multi­substituted Imidazoles

Sachin D. Pardeshi, Pratima A. Sathe, Kamlesh S. Vadagaonkar, Lucio Melone*, Atul C. Chaskar*

*Politecnico Di Milano, via L. Mancinelli, 7, 20131 Milano, Italy, University of Mumbai, Vidyanagari, Kalina Campus, Santacruz (East), Mumbai-400098, India, Email: lucio.melonepolimi.it, achaskar25gmail.com

S. D. Pardeshi, P. A. Sathe, K. S. Vadagaonkar, L. Melone, A. C. Chaskar, Synthesis, 2018, 50, 361-370.

DOI: 10.1055/s-0036-1588585 (free Supporting Information)


Abstract

A copper-catalyzed, practical, and straightforward one-pot synthesis of multisubstituted imidazoles in good yields from arylacetic acids, N-arylbenzamidines, and nitroalkanes involves simultaneous activation of C-H and N-H bonds. The use of inexpensive copper sulfate as a catalyst and readily available starting materials makes this protocol economically viable.


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Key Words

multicomponent reactions, arylacetic acid, N-arylbenzamidines, C-H bond activation, N-H bond activation, oxygen, CuSO4, imidazoles


ID: J66-Y2018