Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Vicinal Difunctionalization of Alkenes through a Multicomponent Reaction with the Insertion of Sulfur Dioxide

Vicinal Difunctionalization of Alkenes through a Multicomponent Reaction with the Insertion of Sulfur Dioxide
Jie Wu, Yuanyuan An, Jun Zhang
A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, alkenes, and hydroxylamines under mild conditions is accomplished. No catalyst or additive is needed for the vicinal difunctionalization of alkenes with the insertion of sulfur dioxide. Not only DABCO⋅(SO2)2 (DABCO=1,4-diazabicyclo[2.2.2]octane) but also potassium metabisulfite (K2S2O5) is effective in this transformation. The multicomponent reaction proceeds efficiently at room temperature with broad substrate scope, leading to the corresponding products in good yields. A difunctionalization approach of alkenes is reported here which involves a four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, alkenes, and hydroxylamines under mild conditions. In addition to the no-catalyst and additive-free properties, not only DABCO⋅(SO2)2 but also potassium metabisulfite could be effective for this transformation.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702190

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