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
Zhou, J.-Z., Li, Z.-B., Yang, H., He, X.-Y., Wang, L.-Y., Tian, X., … Zuo, H. (2011). Synthesis of 2H-1,4-Benzoxazin-3(4H)-ones via Smiles Rearrangement. Asian Journal of Chemistry, 23(7), 2947–2950. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/10519
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