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Regioselective Cobalt(II) Catalyzed C-H Functionalization and [3 + 2] Annulation of -Arylguanidines with 1,3-Diynes. | LitMetric

AI Article Synopsis

  • Researchers used cobalt(II) to catalyze the transformation of 8-quinolinyl directed -arylguanidines into 40 alkynylated indole guanidines, achieving yields between 34% and 92%.
  • The process demonstrated strong regioselectivity and worked well with various functional groups in the substrates.
  • To study the reactions further, they employed techniques like multinuclear NMR spectroscopy and X-ray crystallography, along with competition and labeling experiments to confirm their proposed mechanism.

Article Abstract

8-Quinolinyl directed -arylguanidines were subjected to cobalt(II) catalyzed C-H functionalization/1,3-diyne annulation under mild conditions to afford 40 alkynylated indole guanidines in 34% to 92% yields. The scope of the substrates was explored. The reported procedure is mostly regioselective and tolerates various functional groups in the substrates. The regioselectivity of the reactions was assessed with the aid of multinuclear NMR spectroscopy and X-ray crystallography. Competition and labeling experiments were carried out to support the proposed mechanism.

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Source
http://dx.doi.org/10.1021/acs.joc.3c02252DOI Listing

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