Chinese Journal of Organic Chemistry >
Palladium-Catalyzed Intermolecular Functionalization of Unactivated Methylene C(sp3)—H Bonds
Received date: 2024-06-09
Revised date: 2024-07-17
Online published: 2024-09-02
Supported by
National Natural Science Foundation of China(22371211); Natural Science Foundation of Shanghai City(23ZR1468700)
Although transition metal-catalyzed methylene C(sp3)—H functionalization is a great challenge, it has made noticeable progress in recent years. This review specifically describes Pd-catalyzed intermolecular functionalization of unactivated methylene C(sp3)—H bonds. A variety of reactions, including arylation, alkylation, alkenylation/alkynylation, acetoxylation, amination, halogenation, borylation, and silylation reactions, have been discussed. Due to the inert properties, methylene C(sp3)—H functionalization reaction usually relies on the use of directing group strategies, which can not only control regioselectivity but also address low reactivity issue. Various directing groups, including strongly coordinating bidentate auxiliaries and weakly coordinating innate functional groups, have proven to be effective for enabling methylene C(sp3)—H functionalization.
Mingshun Mei , Yanghui Zhang . Palladium-Catalyzed Intermolecular Functionalization of Unactivated Methylene C(sp3)—H Bonds[J]. Chinese Journal of Organic Chemistry, 2025 , 45(2) : 620 -640 . DOI: 10.6023/cjoc202406012
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