Chinese Journal of Organic Chemistry >
Research Progress in C(sp3)—H Functionalization Reaction via Molecular Iodine-Catalyzed Oxidation
Received date: 2020-08-15
Revised date: 2020-10-22
Online published: 2020-11-19
Supported by
National Science and Technology Major Project of China on “Key New Drug Creation and Development Program”(2018ZX09J18108-004-001); Shaanxi Province Key Research and Development Program(2019ZDLSF03-03)
In modern organic synthesis, C—H functionalization can be used to construct various bioactive skeletons quickly and directly, and increase the complexity of the target molecular structure, which becomes an effective supplement to the traditional methods. Among them, C(sp3)—H functionalization has long been a big challenge in this field. Molecular iodine has been identified as an economically and ecologically harmless transition metal substitute, and tremendous progress has been made in the challenging C(sp3)—H functionalization reaction recently. The molecular iodine-catalyzed C(sp3)—H functionalization reactions under different oxidation systems have different reaction characteristics and mechanisms. The combination of molecular iodine and hypervalent aryl iodanes, dimethyl sulfoxide (DMSO), peroxide and oxygen can efficiently catalyze the functionalization of C(sp3)—H with different mechanisms. Recently, transition-metal/iodine co-cataly- sis and iodine-containing electrochemical catalysis have also made unprecedented progress in C(sp3)—H functionalization reaction. Herein, the progress of C(sp3)—H functionalization catalyzed by iodine under different oxidation systems from 2015 to now is summarized. The research on the green catalytic system of molecular iodine in the C(sp3)—H functionalization reaction is summarized and prospected.
Luwen Zhang , Wei He . Research Progress in C(sp3)—H Functionalization Reaction via Molecular Iodine-Catalyzed Oxidation[J]. Chinese Journal of Organic Chemistry, 2021 , 41(4) : 1359 -1395 . DOI: 10.6023/cjoc202008027
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