Difluorocarbene‐Induced Ring Opening of Tetrahydrofuran with TMSCF 2 Br for Difluoromethoxybutylation of N‐Aryl‐N‐hydroxylamines

Abstract In this work, a novel difluorocarbene‐induced ring opening of THF with TMSCF 2 Br for difluoromethoxybutylation of N‐aryl‐N‐hydroxylamines under mild conditions is reported. The mechanism study revealed that THF was intermolecular activated by difluorocarbene, then the formed oxonium ylide...

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Published inEuropean journal of organic chemistry Vol. 2022; no. 30
Main Authors Zhu, Xinjie, Wei, Jun, Hu, Chenxian, Xiao, Qitao, Cai, Lvtao, Wang, Hao, Xie, Yuanyuan, Sheng, Rong
Format Journal Article
LanguageEnglish
Published 12.08.2022
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Summary:Abstract In this work, a novel difluorocarbene‐induced ring opening of THF with TMSCF 2 Br for difluoromethoxybutylation of N‐aryl‐N‐hydroxylamines under mild conditions is reported. The mechanism study revealed that THF was intermolecular activated by difluorocarbene, then the formed oxonium ylide was nucleophilic attacked by N‐aryl‐N‐hydroxylamines.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202200629