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Iron‐Catalyzed Azidoalkylthiation of Alkenes with Trimethylsilyl Azide and 1‐(Alkylthio)pyrrolidine‐2,5‐diones
Author(s) -
Yu Jipan,
Jiang Min,
Song Zhixuan,
He Tiancheng,
Yang Haijun,
Fu Hua
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600133
Subject(s) - chemistry , azide , pyrrolidine , catalysis , reagent , organic chemistry , trimethylsilyl azide , sulfide , ligand (biochemistry) , combinatorial chemistry , trimethylsilyl , trimethylsilyl chloride , medicinal chemistry , biochemistry , receptor
A simple, efficient and practical iron‐catalyzed azidoarylthiation of alkenes has been developed at room temperature, and the corresponding products containing ortho ‐sited sulfide and azide units were obtained in moderate to good yields with good tolerance of functional groups. The protocol uses readily available 1‐(alkylthio)pyrrolidine‐2,5‐diones and trimethylsilyl azide as the alkylthiation and azidation reagents, respectively, inexpensive and environmentally friendly iron chloride as the catalyst without addition of any ligand and additive.