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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 34, Number 2
BKCSDE 34(2)
February 20, 2013 

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
Li-juan Meng, Hua Zuo, B. V. D. Vijaykumar, Gautam Dupati, Kyung-Min Choi, Kiwan Jang, Yong-Jin Yoon, Dong-Soo Shin*
Oxazinones, Thiazinones, Smiles rearrangement, Microwave irradiation, Antibiotic
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.
585 - 589
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