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Synlett 2023; 34(02): 106-123
DOI: 10.1055/a-1965-3028
DOI: 10.1055/a-1965-3028
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Recent Advances on Radical-Mediated Cyanoalkylation/Cyanation using AIBN and Analogues as the Radical Sources
This work was supported by the National Natural Science Foundation of China (NFSC) (Grant No. 21961011, 22271118) and the Hunan Provincial Natural Science Foundation of China (Grant No. 2018JJ1020).
Abstract
AIBN (2,2′-azobisisobutyronitrile) and analogues are readily available chemical reagents that are widely used as free-radical initiators of polymer chemistry. Importantly, AIBN and derivatives are also safe and efficient (alkyl)cyano sources for synthesizing cyano-containing scaffolds. In the past decades, synthetic strategies using AIBN and derivatives as radical sources have attracted increasing attention from the synthetic community. This review will provide a valuable tool for understanding the importance of AIBN and derivatives in the area of synthetic chemistry. In this context, we present a comprehensive review that guides readers through the developments in AIBN chemistry over the past five years from several aspects.
1 Introduction
2 Radical Addition onto Alkenes or Alkynes using AIBN as Cyanoalkyl Radical
3 Dehydrogenated, decarboxylated cyano-alkylation by using AIBN and analogues
4 Synthesis of Ketone and its Derivatives with AIBN and Analogues as Carbonyl Source
5 Construction of Multi-ring Skeletons in the Presence of AIBN and Analogues
6 Direct Application as Cyano (CN) Source in Cyanation Reactions
7 Conclusions
Key words
AIBN and analogues - cyanoalkylation/cyanation - radical addition - C–H functionalization - radical initiatorPublication History
Received: 30 September 2022
Accepted after revision: 20 October 2022
Accepted Manuscript online:
20 October 2022
Article published online:
28 November 2022
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