Abstract
Since 2014, the interest in aryl fluorosulfates (ArOSO2F) as well as their implementation in powerful applications has continuously grown. In this context, the enabling capability of ArOSO2F will strongly depend on the substitution pattern of the arene, which ultimately dictates its overall function as drug candidate, material, or bio‐linker. This report showcases the modular, substrate‐independent, and fully predictable, selective functionalization of polysubstituted arenes bearing C−OSO2F, C−Br, and C−Cl sites, which makes it possible to diversify the arene in the presence of OSO2F or utilize OSO2F as a triflate surrogate. Sequential and triply selective arylations and alkylations were realized within minutes at room temperature, using a single and air‐stable PdI dimer.
Highlights
The enabling capability of ArOSO2F will strongly depend on the substitution pattern of the arene, which dictates its overall function as drug candidate, material, or bio-linker
This report showcases the modular, substrate-independent, and fully predictable, selective functionalization of polysubstituted arenes bearing CÀOSO2F, CÀBr, and CÀCl sites, which makes it possible to diversify the arene in the presence of OSO2F or utilize OSO2F as a triflate surrogate
Sequential and triply selective arylations and alkylations were realized within minutes at room temperature, using a single and air-stable PdI dimer
Summary
Site-Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO2F) Enabled by an Air-Stable PdI Dimer.
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