10.1002/anie.201806434
Angewandte Chemie International Edition
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guided strategy for site-selective functionalization of unactivated
methylene and methine C–H bonds. The mild, expeditious, and
operationally simple protocol allows for efficient remote aliphatic
fluorination of structurally and electronically varied primary,
secondary, and tertiary hydroperoxides with excellent functional
group tolerance. The generality and modularity of the method is
further demonstrated by directed aliphatic chlorination, amination,
and alkynylation in high efficiency. The application in one-pot 1,4-
hydroxyl-functionalization of non-oxygenated alkane substrates
initiated by aerobic C−H oxygenation is further demonstrated. The
generality and modularity of the directed C–H functionalization
strategy, the predictable regioselective manner, and the
omnipresence and versatility of hydroxy groups indicate that the
approach outlined herein will have broad applications in late-stage
diversity-oriented functionalization of complex molecules.
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Acknowledgements
We gratefully acknowledge the National Science Foundation of
China (21722204, 21472112, and 21432003) and Fok Ying Tung
Education Foundation (151035).
Keywords: C−H functionalization ꞏ site-selectivity ꞏ fluorination ꞏ
alkynylation ꞏ alkoxyl radical
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[7] Isolated examples of intermolecular alkylation of unactivated C(sp3)–H
bonds through alkoxyl radical induced 1,5-HAT were reported, which
4
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