Synthesis of selenol esters via the reaction of acyl chlorides with diselenides in the presence of Zn dust catalyzed by CoCl2·6H2O

[Display omitted] A practical and efficient approach for the synthesis of selenol and thiol esters is described via the reaction of acyl chlorides with diselenides or disulfides in the presence of Zn dust catalyzed by inexpensive CoCl2·6H2O This protocol tolerates a wide range of substrates, includi...

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Published inTetrahedron letters Vol. 80; p. 153317
Main Authors de Oliveira, Angélica J., de Oliveira, Sandynara A., Vasconcelos, Leonardo G., Dall'Oglio, Evandro L., Vieira, Lucas C.C., Stein, André L.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 14.09.2021
Subjects
Cobalt
Selenol esters
Synthetic methods
Zinc dust
Synthetic methods
Selenol esters
Cobalt
Zinc dust
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Summary:[Display omitted] A practical and efficient approach for the synthesis of selenol and thiol esters is described via the reaction of acyl chlorides with diselenides or disulfides in the presence of Zn dust catalyzed by inexpensive CoCl2·6H2O This protocol tolerates a wide range of substrates, including aromatic and aliphatic acyl chlorides, with a variety of sensitive functional groups to afford the respective products in good yields. Furthermore, the method was also extended to use anhydrides as substrates. In addition, the obtained selenol esters could be readily transformed into vinyl selenide ketones by the selenocarbonylation of terminal alkynes catalyzed by a palladium/copper system.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153317