@article{109a554cfb454f15b2f03af01d986723,
title = "Investigation of O-Sulfonylation-promoted Heterolytic NO Bond Cleavage of Amidoximes and Ketoximes",
abstract = "Two different reaction pathways were observed in the sulfonylation of N-phenylbenzamidoximes. The reaction with o-NsCl at a heating temperature gave N,N′-diphenylureas via Tiemann rearrangement, while the reaction with Ts2O at a lower temperature formed 2-phenylbenzimidazoles via intramolecular electrophilic aromatic substitution. When the amide nitrogen was replaced with carbon substituents, oxime derivatives of benzoins and benzils underwent Beckmann fragmentation reactions upon sulfonylation, whereas sulfonylation of 2-phenylacetophenone oxime afforded exclusively the Beckmann rearrangement adduct.",
keywords = "Beckmann fragmentation, Beckmann rearrangement, Electrophilic aromatic substitution, Tiemann rearrangement",
author = "Hsieh, {Tsung Han} and Liao, {Pen Yuan} and Liu, {Yu Ting} and Wang, {Chien Hong} and Lin, {Chia Chi} and Chien, {Tun Cheng}",
note = "Funding Information: This work was supported by Research Grants MOST 105-2113-M-003-003-and MOST 104-2113-M-003-001-from Ministry of Science and Technology, Taiwan. Publisher Copyright: {\textcopyright} 2017 The Chemical Society Located in Taipei & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2018",
month = mar,
doi = "10.1002/jccs.201700104",
language = "English",
volume = "65",
pages = "325--330",
journal = "Journal of the Chinese Chemical Society",
issn = "0009-4536",
publisher = "Chinese Chemical Society",
number = "3",
}