Cobalt(II)-Catalyzed Activation of C(sp3)–H Bonds: Organic Oxidant Enabled Selective Functionalization

Herein we develop a new “cobalt­(II)/organic oxidant” catalytic system for the selective activation of 1°, 2°, and 3° C­(sp3)–H bonds to construct C–N and C–O bonds, respectively. The method highlights the use of an organic compound (TsNHOPiv or its analogues) as an emerging oxidant and thus provide...

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Bibliographic Details
Published inACS catalysis Vol. 12; no. 3; pp. 1650 - 1656
Main Authors Zhang, He, Sun, Meng-Chan, Yang, Dandan, Li, Tong, Song, Mao-Ping, Niu, Jun-Long
Format Journal Article
LanguageEnglish
Published American Chemical Society 04.02.2022
Subjects
organic oxidant
selectivity
organometallic Co(III) species
C(sp3)-H activation
cobalt(II)
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ISSN2155-5435
2155-5435
DOI10.1021/acscatal.1c05250

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Summary:Herein we develop a new “cobalt­(II)/organic oxidant” catalytic system for the selective activation of 1°, 2°, and 3° C­(sp3)–H bonds to construct C–N and C–O bonds, respectively. The method highlights the use of an organic compound (TsNHOPiv or its analogues) as an emerging oxidant and thus provides a flexible strategy for the preparation of indoline and benzoxazine derivatives. Attractive advantages of this cobalt catalysis include simple operation, low cost, mild conditions, and broad substrate scope. Furthermore, a catalytically competent hydroxylamine-chelated organometallic Co­(III)­species was synthesized, thus providing deep insights into the catalytic mechanism.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.1c05250