4.7 Article

Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 2, 页码 1097-1108

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02999

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  1. National Natural Science Foundation of China [21572162]
  2. Natural Science Foundation of Zhejiang Province [LY20B020015, LQ1813020006]

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The first example of the Pd-catalyzed addition of organoboron reagents to dinitriles, as an efficient means of preparing 2,5-diarylpyrroles and 2,6-diarylpyridines, has been discussed here. Furthermore, the highly selective carbopalladation of dinitriles with organoboron reagents to give long-chain ketonitriles has been developed as well. Based on the broad scope of substrates, excellent functional group tolerance, and use of commercially available substrates, the Pd-catalyzed addition reaction of arylboronic acid and dinitriles is expected to be significant in future synthetic procedures.

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