Regioselective Synthesis of Thiocyanate‐Containing Isoxazolines via FeIII/K2S2O8‐Mediated Radical Thiocyanation/Cyclization Cascade Reaction of β,γ‐Unsaturated Oximes

A simple approach for the synthesis of thiocyanate‐containing isoxazolines by FeIII/K2S2O8 mediated radical thiocyanation/cyclization cascade reaction of accessible β,γ‐unsaturated oximes has been developed. The high selectivity, mild reaction conditions and absence of harmful heavy‐metal reagents r...

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Veröffentlicht in:Asian journal of organic chemistry 2017-06, Vol.6 (6), p.682-685
Hauptverfasser: Ji, Fei, Fan, Yun, Yang, Run, Yang, Yueyan, Yu, Dianwen, Wang, Minyu, Li, Zhiyu
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Sprache:eng
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Zusammenfassung:A simple approach for the synthesis of thiocyanate‐containing isoxazolines by FeIII/K2S2O8 mediated radical thiocyanation/cyclization cascade reaction of accessible β,γ‐unsaturated oximes has been developed. The high selectivity, mild reaction conditions and absence of harmful heavy‐metal reagents render this reaction attractive. Additionally, the thiocyanate group from isoxazolines could be easily converted to various important functional groups, which could make these compounds important building blocks in organic synthesis. Radically IRONic: A simple approach for the synthesis of thiocyanate‐containing isoxazolines by FeIII/K2S2O8 mediated radical thiocyanation/cyclization cascade reaction of accessible β,γ‐unsaturated oximes has been developed. The mild reaction conditions, good functional group tolerance, good selectivity, and the diversity of isoxazolines, render the reaction attractive.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201700050