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One‐Pot Synthesis of 1,3,5‐Triarylpyrazoles
Authors:Shufang Huang  Huazhou Ying  Yongzhou Hu
Institution:ZJU‐ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, , Hangzhou 310058, China
Abstract:A series of novel 1,3,5‐triarylpyrazoles 3a , 3b , 3c , 3d , 3e , 3f , 3g , 3h , 3i , 3j , 3k , 3l , 3m , 3n , 3o , 3p , 3q , 3r , 3s , 3t , 3u , 3v , 3w , 3x were synthesized from flavanones, arylhydrazines, and trimethyl phosphate in an one‐pot procedure. Facile reaction process, easy after‐reaction workshop, and good yields are the distinct characteristics of the developed protocol. The target compounds were characterized by element analysis, infrared ray (IR), 1H NMR spectra, and electrospray ionization‐mass spectrometry. The structure of representative compound 3h (C23H20N2O3, Mr = 372.42) was further confirmed by X‐ray diffraction. It crystallizes in monoclinic, space group P 21/c, a = 8.9720(5), b = 24.5523(13), c = 8.9687(6) Å, α = 90.0000, β = 102.6417(17), γ = 90.0000°, V = 1927.76(20) Å3, Z = 4, μ(MoKα) = 0.086, F(000) = 784, Dc = 1.283 g/cm3, the final R = 0.0349 and wR = 0.0844 for 1668 observed reflections (I > 2σ(I))
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