Synthesis of 2,2‐diarylvinyl phenyl selenides by dehydration of 2‐hydroxyalkyl phenyl selenides

We describe a mild and broadly applicable protocol for the preparation of a diverse array of multisubstituted αselenoenals and -enones from readily accessible propargylic alcohols and diselenides. The transformation proceeds via the Selectfluor-promoted selenirenium pathway, which enables selenenylation/rearrangement of a variety of propargylic alcohols. Gramscale experiments showed the potential of this synergistic protocol for practical application.

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Synthesis of 2,2‐diarylvinyl phenyl selenides by dehydration of 2‐hydroxyalkyl phenyl selenides

Abstract: A novel route to 2,2‐diarylvinyl phenyl selenides is reported by dehydration of the corresponding 2,2‐diaryl‐2‐hydroxyethyl phenyl selenides, prepared by oxyphenylselenenylations of the corresponding 1,1‐diarylethylenes, upon treatment with p‐toluenesulfonic acid.

Cited by 2 publications

References 47 publications

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H₂O

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H₂O

Meyer–Schuster-Type Rearrangement of Propargylic Alcohols into α-Selenoenals and -enones with Diselenides

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Synthesis of 2,2‐diarylvinyl phenyl selenides by dehydration of 2‐hydroxyalkyl phenyl selenides

Abstract: A novel route to 2,2‐diarylvinyl phenyl selenides is reported by dehydration of the corresponding 2,2‐diaryl‐2‐hydroxyethyl phenyl selenides, prepared by oxyphenylselenenylations of the corresponding 1,1‐diarylethylenes, upon treatment with p‐toluenesulfonic acid.

Cited by 2 publications

References 47 publications

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H2O

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H2O

Meyer–Schuster-Type Rearrangement of Propargylic Alcohols into α-Selenoenals and -enones with Diselenides

Contact Info

Product

Resources

About

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H₂O

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H₂O