4.8 Article

Copper-Mediated Deconstructive Ring Cleavage of Cyclic Thioethers with Boron Compounds

Journal

ORGANIC LETTERS
Volume 25, Issue 19, Pages 3522-3526

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01100

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The deconstructive ring cleavage of cyclic thioethers is achieved using boron compounds. The sequential hydroboration/ring cleavage process enables the preparation of vinyl sulfides via newly developed conditions. Further exploration demonstrates the versatility of nucleophiles, leading to various functionalized sulfides with linear frameworks.
The deconstructive ring cleavage of cyclic thioethers is achieved through a Chan-Lam type process with boron compounds. The sequential hydroboration/ring cleavage process from alkynes offered a new route to the preparation of vinyl sulfides based on the developed conditions. Further exploration has demonstrated the versatility of nucleophiles, delivering various functionalized sulfides featuring linear frameworks.

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