Recent advances in ring-opening of cyclobutanone oximes for capturing SO2, CO or O2via a radical process

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 cya...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-12, Vol.22 (1), p.10-24
Hauptverfasser: Long-Jin, Zhong, Jian-Hong, Fan, Chen, Pu, Peng-Fei, Huang, Bi-Quan Xiong, Ke-Wen, Tang, Liu, Yu
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Sprache:eng
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01762a