4.7 Article

Cp*CoIII-Catalyzed Alkylation of Primary and Secondary C(sp3)-H Bonds of 8-Alkylquinolines with Maleimides

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JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 3, 页码 1542-1552

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02974

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资金

  1. CSIR [MLP0203/HCP0010]
  2. Science and Engineering Research Board, India [EMR/2014/001023]
  3. DST
  4. INSPIRE fellowship
  5. UGC

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The cobalt(III)-catalyzed C(sp(3))-H bond alkylation of 8-methyl quinoline with maleimides is reported. In contrast to the rhodium-catalyzed method, in the current cobalt-catalyzed method, a catalytic amount of acid is used, and importantly, it is also applicable to secondary C(sp(3))-H bond alkylation. The developed methodology is applicable for N-alkyl- and N-aryl-substituted maleimides and unsubstituted maleimides, and it also tolerates the variety of functional groups on the 8-methyl quinoline moiety. Atom-economy and high regioselectivity with good to excellent yields of the alkylated products under mild reaction conditions are important features of this method.

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