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http://dx.doi.org/10.5012/bkcs.2013.34.2.585

Microwave Synthesis of Chiral N-Benzyl-2-methyl-2H-benzo[b][1,4]oxazin/thiazin-3(4H)-ones via Smiles Rearrangement and their Biological Evaluation  

Meng, Li-Juan (Departments of Chemistry and Physics, Changwon National University)
Zuo, Hua (College of Pharmaceutical Sciences, Southwest University)
Vijaykumar, B.V.D. (Departments of Chemistry and Physics, Changwon National University)
Dupati, Gautam (Departments of Chemistry and Physics, Changwon National University)
Choi, Kyung-Min (Departments of Chemistry and Physics, Changwon National University)
Jang, Kiwan (Departments of Chemistry and Physics, Changwon National University)
Yoon, Yong-Jin (Department of Chemistry, Gyeongsang National University)
Shin, Dong-Soo (Departments of Chemistry and Physics, Changwon National University)
Publication Information
Bulletin of the Korean Chemical Society / v.34, no.2, 2013 , pp. 585-589 More about this Journal
Abstract
Optically active N-benzyl-2-methyl-2H-benzo[b][1,4]oxazin-3(4H)-ones and N-benzyl-2-methyl-2H-benzo[b][1,4]thiazin-3(4H)-ones with potential synthetic and pharmacological interest were prepared via Smiles rearrangement in conventional as well as microwave irradiation conditions in one-pot from inexpensive (S)-2-chloropropionic acid. Most of the compounds displayed good inhibition against Gram positive bacteria and fungi in the antibiotic test.
Keywords
Oxazinones; Thiazinones; Smiles rearrangement; Microwave irradiation; Antibiotic;
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