One-Pot Synthesis of Aryl Selenonic Acids and Some Unexpected Byproducts
The synthesis of aryl selenonic acids was achieved from diverse aryl bromides via a one-pot method involving metalation, selenation, and oxidation with hydrogen peroxide followed by ion exchange to afford the pure products in 77-90% yield. An o-hydroxymethyl derivative was found to dehydrate readily, affording the first example of a cyclic selenonic ester, while two minor byproducts were isolated and shown by X-ray crystallography to be mixed salts of aryl selenonic acids with either the corresponding aryl seleninic or selenious acid.
Back, Thomas G.,Gelfand, Benjamin S.,Sands, Kai N.
p. 9938 - 9944
(2021/07/31)
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