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Poly-substituted nitrobenzenes were synthesized from Baylis–Hillman adducts via the [3+3] annulation strategy as the key step. 1,3-Dinitroalkanes served as the 1,3-dinucleophilic component and the Baylis–Hillman acetates as a 1,3-dielectrophilic part.
The reaction of 1, the acetates of the Baylis-Hillman adducts, and primary nitroalkanes 2 in the presence of potassium carbonate in N,N-dimethylformamide afforded 2-substituted naphthalenes 5 in good yields.
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