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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Recent advances in ring-opening of cyclobutanone oximes for capturing SO2, CO or O2via a radical process
Long-Jin Zhong1, Jian-Hong Fan1, Pu Chen1
1Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China. pengfeihuang@whu.edu.cn.
Abstract:
Cyclobutanone oximes and their derivatives are pivotal core structural motifs in organic chemistry. Iminyl-radical-triggered C-C bond cleavage of cyclobutanone oximes delivers an efficient strategy to produce stable distal cyano-substituted alkyl radicals, which can capture SO2, CO or O2 to form cyanoalkylsulfonyl radicals, cyanoalkylcarbonyl radicals or cyanoalkoxyl radicals under mild conditions. In the past several years, cyanoalkylsulfonylation/cyanoalkylcarbonyaltion/cyanoalkoxylation has attracted a lot of interest. In this updated report, the strategies for trapping SO2, CO or O2via iminyl-radical-triggered ring-opening of cyclobutanone oximes are summarized.
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