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Synlett 2012(2): 255-258  
DOI: 10.1055/s-0031-1290073
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

One-Pot Synthesis of Fused Pyridazino[4,5-b][1,4]oxazepine-diones via Smiles Rearrangement

Yanli Liua, Ying Maa, Chunjing Zhana, Aiping Huanga, Chen Ma*a,b
a School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. of China
Fax: +86(531)88564464; e-Mail: chenma@sdu.edu.cn;
b State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, P. R. of China
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Publication History

Received 6 September 2011
Publication Date:
03 January 2012 (online)

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Abstract

Fused pyridazino[4,5-b][1,4]oxazepine-diones were easily obtained in moderate to excellent yields via Smiles rearrangement. The synthetic approach is supported by a one-pot coupling-Smiles rearrangement-cyclization process. This process has potential applications in the synthesis of biologically and medicinally relevant compounds.

Key words

pyridazino[4,5-b][1,4]oxazepine-dione - one-pot - synthesis - Smiles rearrangement - tandem reaction

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