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A Convenient One-Pot Synthesis of N-Substituted 2-Aminoazole Derivatives

Sirilata Yotphan*, Danupat Beukeaw, Vichai Reutrakul

*Center for Catalysis and Center of Excellence for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, Thailand, Email: sirilata.yotmahidol.ac.th

S. Yotphan, D. Beukeaw, V. Reutrakul, Synthesis, 2013, 45, 936-942.

DOI: 10.1055/s-0032-1316868 (free Supporting Information)


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Abstract

Simple azole substrates can be converted into N-substituted 2-aminoazole derivatives in the presence of nitrogen nucleophiles, lithium tert-butoxide as the base, and iodine to mediate carbon-nitrogen bond formation. This method proceeds at room temperature under an air atmosphere using a normal benchtop set-up, or can be performed conveniently using microwave irradiation.


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Key Words

N-substituted 2-aminoazoles, iodine, one-pot synthesis, benzoxazoles, carbon-nitrogen bond formation


ID: J66-Y2013-0880