Synthesis of 2H-1,4-Benzoxazin-3(4H)-ones via Smiles Rearrangement
Corresponding Author(s) : Hua Zuo
zuohua@swu.edu.cn
Asian Journal of Chemistry,
Vol. 23 No. 7 (2011): Vol 23 Issue 7
Abstract
An efficient synthetic route for novel 2H-1,4-benzoxazin-3(4H)-ones via smiles rearrangement is developed. Reaction of primary amine and chloroacetyl chloride gave 2-chloroacetamide, which reacted with 2-chlorophenol, followed by Smiles rearrangement to obtain a series of new 2H-1,4-benzoxazin-3(4H)-ones (yield 45-90 %).
Keywords
Smiles rearrangement
Synthesis
2H-1,4-Benzoxazin-3(4H)-one
Hindered molecule
(1)
Zhou, J.-Z.; Li, Z.-B.; Yang, H.; He, X.-Y.; Wang, L.-Y.; Tian, X.; Lv, T.-T.; Zuo, H. Synthesis of 2H-1,4-Benzoxazin-3(4H)-Ones via Smiles Rearrangement. ajc 2011, 23, 2947-2950.
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