Adamantane-1-Carbonyl-Directed C–H Borylation and Hydroxylation of Benzenethiols
Xiaobo Xu, Gaorong Wu, Zhaoziyuan Yang, Xian Liu, Liqiang Hao, Yangyang Wang, Zhihong Ma, Yafei Ji
Abstract
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.
Topics & Concepts
ChemistryBorylationAdamantaneHydroxylationCombinatorial chemistryPhenolsDesymmetrizationOrganic chemistryStereochemistryCatalysisAlkylEnantioselective synthesisEnzymeArylSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistry