Microwave-assisted synthesis of 2H-benzo[b][1,4]oxazin-3(4H)-ones and 1H-pyrido[2,3-b][1,4]oxazin-2(3H)-ones via smiles rearrangement

被引：0

作者：

Hua, Zuo ^{[1
,3
]}

Kam, Kyeong-Hee ^{[3
]}

Kwon, Hee-Jin ^{[3
]}

Meng, Lijuan ^{[3
]}

Ahn, Chuljin ^{[3
]}

Won, Tae-Jin ^{[3
]}

Kim, Tae-Hyun ^{[2
]}

Reddy, Ch. Raji

Chandrasekhar, S. ^{[1
]}

Shin, Dong-Soo ^{[3
]}

机构：

[1] Southwest Univ, Coll Pharmaceut Sci, Chongqing 400716, Peoples R China

[2] Univ Incheon, Dept Chem, Inchon 402749, South Korea

[3] Changwon Natl Univ, Dept Chem, Chang Won 641773, GN, South Korea

来源：

BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2008年 / 29卷 / 07期

关键词：

microwave-assisted reaction; benzo[1,4]oxazinone; pyrido[1,4]oxazinone; smiles rearrangement;

D O I：

10.5012/bkcs.2008.29.7.1379

中图分类号：

O6 [化学];

学科分类号：

0703 ;

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 pyridol [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.

引用

页码：1379 / 1385

页数：7

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