Synthesis of functional 1,2-dithiolanes from 1,3-bis-tert-butyl thioethers.
Georg M ScheutzJonathan L RowellFu-Sheng WangKhalil A AbboudChi-How PengBrent S SumerlinPublished in: Organic & biomolecular chemistry (2022)
We report the one-step synthesis of diversely substituted functional 1,2-dithiolanes by reacting readily accessible 1,3-bis-tert-butyl thioethers with bromine. The reaction proceeds to completion within minutes under mild conditions, presumably via a sulfonium-mediated ring closure. Using X-ray crystallography and UV-vis spectroscopy, we demonstrate how substituent size and ring substitution pattern can affect the geometry and photophysical properties of 1,2-dithiolanes.