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Issue 33, 2020
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Synthesis of functional 1,2-dithiolanes from 1,3-bis-tert-butyl thioethers

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Abstract

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.

Graphical abstract: Synthesis of functional 1,2-dithiolanes from 1,3-bis-tert-butyl thioethers

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Article information


Submitted
30 Jul 2020
Accepted
10 Aug 2020
First published
14 Aug 2020

Org. Biomol. Chem., 2020,18, 6509-6513
Article type
Communication

Synthesis of functional 1,2-dithiolanes from 1,3-bis-tert-butyl thioethers

G. M. Scheutz, J. L. Rowell, F. Wang, K. A. Abboud, C. Peng and B. S. Sumerlin, Org. Biomol. Chem., 2020, 18, 6509
DOI: 10.1039/D0OB01577F

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