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Copper-Catalyzed Synthesis of 2H-1,4-Benzoxazin-3-(4H)-ones
D. Chen, G. Shen, W. Bao*
Zhejiang University, Hangzhou and Taizhou University, Linhai, P. R. of China
20 November 2009 (online)
Reported is the copper-catalyzed synthesis of substituted 2H-1,4-benzoxazin-3-(4H)-ones from 2-halophenols and acetamides. The first step is postulated to be a Cs2CO3-mediated nucleophilic displacement of the aliphatic halide (X²) by the phenol to give intermediate A, examples of which were isolated. This then undergoes an Ullmann-type coupling to give the final products.
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