4.7 Article

Rhodium-Catalyzed Direct Bis-cyanation of Arylimidazo[1,2-α]pyridine via Double C-H Activation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 12, Pages 6022-6031

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b03036

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Funding

  1. National Natural Science Foundation of China [21528201, 21672192]
  2. Outstanding Young Talent Research Fund of Zhengzhou University [1421316036]
  3. Program for Science & Technology Innovation Talents in Universities of Henan Province [17HASTIT004]

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An efficient Cp*Rh(III)-catalyzed selective bis-cyanation of arylimidazo[1,2-alpha]pyridines with N-cyano-N-phenylp-methylbenzenesulfonamide via N-directed ortho double C-H activation has been developed. The reaction proceeds with broad functional group tolerance to furnish various cyanated iinidazopyridines in high yields. The current methodology exhibits unique characteristics, including high bis-cyanation selectivity, operational convenience, and gram-scale production.

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