Abstract
AbstractA redox‐neutral palladium(II)‐catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized. A simple Pd(OAc)2 catalyst, in combination with the sulfur dioxide surrogate 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO), is sufficient to achieve rapid and high‐yielding conversion of the boronic acids into the corresponding sulfinates. Addition of C‐ or N‐based electrophiles then allows conversion into sulfones and sulfonamides, respectively, in a one‐pot, two‐step process.
Highlights
A redox-neutral palladium(II)-catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized
The sulfonyl group, which is embedded in sulfones, sulfonamides, sulfonate esters, and sulfinic acids, is a structural motif with numerous uses
A phosphine-free catalyst allows the rapid conversion of boronic acids into the corresponding sulfinates, and onwards to a variety of sulfones and sulfonamides (Scheme 1 c).[15,16,17]
Summary
A redox-neutral palladium(II)-catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized. Chemie ment of a one-pot, redox-neutral palladium(II)-catalyzed preparation of sulfinate derivatives from boronic acid substrates. A phosphine-free catalyst allows the rapid conversion of boronic acids into the corresponding sulfinates, and onwards to a variety of sulfones and sulfonamides (Scheme 1 c).[15,16,17]
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