Amino Catalytic Oxidative
Thioesterification Approach
to α‑Ketothioesters
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Abstract
An efficient metal-free method for
the synthesis of α-ketothioesters
is described for the first time. This reaction features the ability
of pyrrolidine to fine-tune the reaction between 2-oxoaldehyde and
thiols through iminium to the desired product in moderate to good
yields. As an advantage, no external oxidants or metal catalysts are
required in our method. Reactions performed under modified conditions
lead to an apparent balance in reactivity of secondary amine and thiols
toward 2-oxoaldehydes