2-Nitromethyl-2-trichloromethyl-1,3-benzodioxoles and 2-nitromethyl-2-trichloromethyl-1,3-benzoxazolines: Synthesis and structure

A reaction of 1-bromo-3,3,3-trichloro-1-nitropropene with pyrocatechol, o -aminophenol, and their substituted derivatives led to 2-nitromethyl-2-trichloromethyl-1,3-benzodioxoles and 2-nitromethyl-2-trichloromethyl-1,3-benzoxazolines. The structure of the compounds synthesized was established by IR,...

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Published inRussian chemical bulletin Vol. 62; no. 6; pp. 1377 - 1381
Main Authors Makarenko, S. V., Stukan’, E. V., Lyssenko, K. A., Anan’ev, I. V., Berestovitskaya, V. M.
Format Journal Article
LanguageEnglish
Published Boston Springer US 01.06.2013
Subjects
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Inorganic Chemistry
Organic Chemistry
heterocyclization
1,3-benzoxazoline
1,3-benzodioxole
1-bromo-3,3,3-trichloro-1-nitropropene
pyrocatechol
aminophenol
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Summary:A reaction of 1-bromo-3,3,3-trichloro-1-nitropropene with pyrocatechol, o -aminophenol, and their substituted derivatives led to 2-nitromethyl-2-trichloromethyl-1,3-benzodioxoles and 2-nitromethyl-2-trichloromethyl-1,3-benzoxazolines. The structure of the compounds synthesized was established by IR, 1 H and 13 C NMR spectroscopy with HMQC and HMBC 1 H— 13 C experiments, and X-ray diffraction analysis.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-013-0196-9