Remote Steric Control for Undirected meta-Selective C-H Activation of Arenes
SYNLETT(2022)
摘要
Regioselective functionalization of arenes remains a challenging problem in organic synthesis. Steric interactions are often used to block sites adjacent to a given substituent, but they do not distinguish the remaining remote sites. We report a strategy based on remote steric control, whereby a roof-like ligand protects the distant para site in addition to the ortho sites, and thereby enables selective activation of meta carbon-hydrogen (C–H) bonds in the absence of ortho or para substituents. We demonstrate this concept for iridium-catalyzed meta -selective borylation of various monosubstituted arenes, including complex drug molecules. This strategy has the potential to expand the toolbox of C–H bond functionalization to previously nondifferentiable reaction sites.
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