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Base‐Promoted [3+2] Cycloaddition of In Situ Formed Azaoxyallyl Cations with Isothiocyanides
Author(s) -
Zhao HongWu,
Zhao YuDi,
Liu YueYang,
Du Juan,
Pang HaiLiang,
Chen XiaoQin,
Song XiuQing,
Feng NingNing
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700278
Subject(s) - cycloaddition , chemistry , in situ , base (topology) , crystal structure , single crystal , stereochemistry , organic chemistry , crystallography , catalysis , mathematical analysis , mathematics
In the presence of Na 2 CO 3 , the [3+2] cycloaddition of azaoxyallyl cations, in situ formed from α‐halohydroxamates by reaction with isothiocyanides, proceeded smoothly and furnished ( Z )‐2‐iminothiazolidin‐4‐ones in 25–99 % chemical yields. The chemical structure of the title compounds was confirmed by X‐ray single‐crystal structure analysis.