Microwave-assisted Synthesis of 2H-Benzo[b][1,4]oxazin-3(4H)-ones and1H-Pyrido[2,3-b][1,4]oxazin-2(3H)-ones via Smiles Rearrangement

Bulletin of the Korean chemical society

Lijuan Meng¹  Tae-Hyun Kim¹  Hee-Jin Kwon¹  Dong-Soo Shin¹  S. Chandrasekhar¹  Tae-Jin Won¹  Zuo Hua¹  Ch. Raji Reddy¹  Kyeong-Hee Kam¹  Chuljin Ahn¹ 

关键词: Microwave-assisted reaction;    Benzo[1;    4]oxazinone;    Pyrido[1;    4]oxazinone;    Smiles rearrangement;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Highly efficient synthesis of substituted benzo[1,4]oxazin-3-ones and pyrido[1,4]oxazin-2-ones under microwave irradiation via Smiles rearrangement is reported. Substituted benzo[1,4]oxazin-3-ones and pyrido[1,4]oxazin-2-ones were obtained by treatment of substituted 2-chlorophenols or 2-chloropyridols with N-substituted 2-chloroacetamide in the presence of potassium carbonate in MeCN and subsequent exposure to cesium carbonate in DMF. All the reactions which take 2-10 hours under conventional condition were completed successfully within a few minutes under microwave irradiation giving moderate to excellent yields.

【 授权许可】

Unknown