AI Article Synopsis
- The report presents a novel method using masked inorganic sulfur and dimethyl carbonate to successfully perform thiomethylation on various aryl chlorides.
- This technique effectively targets a range of compounds, including unprotected nucleosides, pharmaceutical chlorides, and herbicides with complex structures.
- Additionally, the method is scalable for larger synthesis, featuring reduced catalyst usage and improved yield.
Article Abstract
In this report, the combination of masked inorganic sulfur and dimethyl carbonate was designed to achieve thiomethylated cross coupling of aryl chlorides. Remarkably, this powerful strategy realized thiomethylation of nucleosides bearing unprotected ribose, chloride-containing pharmaceuticals with late-stage coupling, and herbicides possessing multiple heteroatoms and steric hindrance. Moreover, this protocol is practically amenable to multigram-scale synthesis with a lower catalysis loading and a higher yield.
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| http://dx.doi.org/10.1021/acs.orglett.8b02677 | DOI Listing |
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