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State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China
E-mail: cgxia@licp.cas.cn
; Fax: +86-931-4968129
Org. Biomol. Chem., 2012,10, 8956-8959
DOI:
10.1039/C2OB26520F
Received
02 Aug 2012,
Accepted
12 Sep 2012
First published online
18 Sep 2012
The nucleophilic addition of thiocarbamate imidazolium ylide to aldehyde triggered sequential intramolecular N to O migration of thiocarbonyl amide group and reversible oxygen–sulfur rearrangement to afford 2-imidazolium alkylcarbamothioate. The ortho group on phenyl of aldehyde strongly affects the balance of the O- to S-rearrangement.
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Organic & Biomolecular Chemistry
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