Recent Developments in Radical Cross‐Coupling of Redox‐Active Cycloketone Oximes

Recent years have witnessed a renaissance of radical cross‐coupling of cycloketone oximes which served as active cyanoalkyl radical via ring fragmentation in various transformations. It provided an efficient and practical strategy to introduce cyanoalkyl groups into organic compounds without using t...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 363; no. 1; pp. 120 - 143
Main Authors Xiao, Fang, Guo, Yu, Zeng, Yao‐Fu
Format Journal Article
LanguageEnglish
Published Heidelberg Wiley Subscription Services, Inc 05.01.2021
Subjects
Couplings
Cross coupling
cyanoalkyl radical
cycloketone oximes
C−C bond cleavage
Organic compounds
Oximes
radical cross-coupling
Reaction mechanisms
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Summary:Recent years have witnessed a renaissance of radical cross‐coupling of cycloketone oximes which served as active cyanoalkyl radical via ring fragmentation in various transformations. It provided an efficient and practical strategy to introduce cyanoalkyl groups into organic compounds without using toxic cyanide sources. In this review, a comprehensive overview of recent advances in the field of redox‐active cycloketone oximes‐based cross‐couplings were covered. This review was categorized into two broad parts: non‐photocatalyzed and photocatalyzed cross‐couplings according to the reaction conditions. Moreover, the two broad parts were further divided into several sub‐sections depending on the nature of the bond formation. Some representative examples along with reaction mechanisms were also discussed.
Bibliography:These authors contributed equally to this work.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202001093