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Regioselective Synthesis of Thiocyanate‐Containing Isoxazolines via Fe III /K 2 S 2 O 8 ‐Mediated Radical Thiocyanation/Cyclization Cascade Reaction of β,γ‐Unsaturated Oximes
Author(s) -
Ji Fei,
Fan Yun,
Yang Run,
Yang Yueyan,
Yu Dianwen,
Wang Minyu,
Li Zhiyu
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700050
Subject(s) - chemistry , ammonium thiocyanate , thiocyanate , reagent , regioselectivity , reaction conditions , cascade , selectivity , combinatorial chemistry , functional group , cascade reaction , medicinal chemistry , radical cyclization , organic chemistry , catalysis , chromatography , polymer
A simple approach for the synthesis of thiocyanate‐containing isoxazolines by Fe III /K 2 S 2 O 8 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.