4.4 Article

Unusual ring-opening reaction of 4-benzyl-5-methyl-2-aryloxazole N-oxides with POCl3

期刊

TETRAHEDRON LETTERS
卷 82, 期 -, 页码 -

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2021.153384

关键词

Oxazole N-oxide; POCl3; Ring-opening reaction; Cyclocondensation; 2D NMR

资金

  1. D. I. Mendeleev University of Chemical Technology of Russia [R-2020-006]

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A series of (Z)-N-(3-oxo-1-phenylbut-1-en-2-yl)arylamides was obtained with yields of 25-92% by the action of POCl3, which does not lead to the formation of the product of the known deoxygenation-chlorination reaction.
Several 2-aryl-4-benzyl-5-methyloxazole N-oxides have been synthesized. It has been shown that the action of the POCl3 does not lead to the formation of the product of the known deoxygenation-chlorination reaction, but proceeds with the opening of the oxazole ring. As a result, a series of (Z)-N-(3-oxo-1-phenylbut-1-en-2-yl)arylamides was obtained with yields of 25-92%. (C) 2021 Elsevier Ltd. All rights reserved.

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