Organic Letters · 2022 · 26 citations · 33 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryOrganic SynthesisRetrosynthetic AnalysisAlkane FunctionalizationBorylation ReactionsC - H Bond FunctionalizationHeterocycle Functionalization
A novel route has been described for C–H borylation and hydroxylation of benzenethiols directed by adamantane-1-carbonyl using BBr3. The protocol generates corresponding arylboronic esters and phenols in moderate to excellent yields under metal-free conditions. In addition, the borylated product can be transformed and the directing group can be removed in good yields, which will facilitate the synthesis of structurally diverse benzenethiols.
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Metal-free directed sp2-C–H borylation
Jiahang Lv, Xiangyang Chen, Xiao‐Song Xue et al. · Nature · 2019 · 255 citations