An efficient cascade approach to dibenzoxazepinones via nucleophilic aromatic substitution and Smiles rearrangement

作者：Liu, Shihui; Hu, Ying; Qian, Pengfei; Hu, Yanwei; Ao, Guizhen^*; Chen, Shaohua; Zhang, Shilei; Zhang, Yinan

来源：Tetrahedron Letters, 2015, 56(17): 2211-2213.

DOI：10.1016/j.tetlet.2015.03.062

• Dibenzoxazepine
• Nucleophilic aromatic substitution
• Smiles rearrangement
• Cascade strategy

A cascade method that includes nucleophilic aromatic substitution and Smiles rearrangement reaction has been developed. The method shows good functional group tolerance with different electronic properties, providing efficient and practical access to dibenzoxazepinone architecture. Comparison of the products from cascade and step-by-step protocols demonstrates Smiles rearrangement is the pivotal step in the formation of heterocyclic products.

• 出版日期2015-4-22
• 单位苏州大学; 苏州卫生职业技术学院