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| Publications [#342721] of Weitao Yang
Journal Articles
- Yao, Y; Yang, W; Wang, C; Gu, F; Yang, D, Radical Addition of Thiols to Oxa(aza)bicyclic Alkenes in Water,
Asian Journal of Organic Chemistry, vol. 8 no. 4
(April, 2019),
pp. 506-513 [doi]
(last updated on 2026/01/17)
Abstract: An air-promoted radical addition reaction of various thiols to oxa(aza)bicyclic alkenes is reported, leading to the corresponding exo adducts in good to excellent yields (up to 99%) in water without the use of any metal catalyst, photoredox catalyst or radical initiator reagent under mild conditions. The reaction has a wide scopeof oxa(aza)bicyclic alkenes and thiols, which provides an easy and clean way for the direct preparation of thioethers. A proposed mechanism of an exo free radical attacking the double bond of an oxa(aza)bicyclic alkene was investigated by DFT calculations of stepwise reaction pathways and control experiments.
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