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N-Selenocyanato-Dibenzenesulfonimide: A New Electrophilic Selenocyanation Reagent

Zhi‐Min Chen, Deng Zhu, Ai‐Hui Ye

2021Synthesis13 citationsDOI

Abstract

Abstract A new electrophilic selenocyanation reagent N-seleno­cyanato-dibenzenesulfonimide was readily prepared in two steps from commercially available dibenzenesulfonimide for the first time. A variety of electrophilic selenocyanato reactions of nucleophiles have been achieved using it as selenocyanato source under mild and simple conditions. Numerous SeCN-containing compounds were obtained in moderate to excellent yields. Meanwhile, a Lewis acid mediated tandem selenocyanation/cyclization reaction of alkenes with phenols, which provided simple methods for the formation of various SeCN-containing chromanes and dihydrobenzofurans in moderate to good yields, has also been developed.

Topics & Concepts

ChemistryElectrophileReagentNucleophileLewis acids and basesTandemPhenolsOrganic chemistryCombinatorial chemistryReaction conditionsCatalysisMaterials scienceComposite materialOrganoselenium and organotellurium chemistrySulfur-Based Synthesis TechniquesOrganic and Inorganic Chemical Reactions
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