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Selenocyanobenziodoxolone: a practical electrophilic selenocyanation reagent and its application for solid-state synthesis of α-carbonyl selenocyanates

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Abstract

A new electrophilic selenocyanation reagent, selenocyano-benziodoxolone, was successfully prepared from 2-iodobenzoic acid in two steps (71% overall yield). A variety of α-selenocyanated ketones and β-ketoesters, including selenocyanate-containing steroid derivatives, have been achieved by using this newly developed selenocyano-benziodoxolone in good to excellent yields (up to 99%) simply by grinding under mild conditions.

Graphical abstract: Selenocyanobenziodoxolone: a practical electrophilic selenocyanation reagent and its application for solid-state synthesis of α-carbonyl selenocyanates

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Publication details

The article was received on 12 Mar 2019, accepted on 12 Apr 2019 and first published on 17 Apr 2019


Article type: Research Article
DOI: 10.1039/C9QO00358D
Org. Chem. Front., 2019, Advance Article

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    Selenocyanobenziodoxolone: a practical electrophilic selenocyanation reagent and its application for solid-state synthesis of α-carbonyl selenocyanates

    J. Xiao, Y. Li, X. Cheng, W. Chen, J. Cui, Y. Huang, J. Huang, Q. Xiao, W. Su and H. Yang, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00358D

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