Directing Group-Assisted Copper(II)-Catalyzed ortho-Carbonylation to Benzamide using 2,2′-Azobisisobutyronitrile (AIBN)

An efficient copper‐catalyzed regioselective C—H bond carbonylation of benzamides has been developed using 2,2′‐azobisisobutyronitrile (AIBN) as traceless cyanating agent. The non‐toxic and readily available AIBN was used for the carbonylative cyclization of benzamides via copper catalysis. The meth...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2016-12, Vol.358 (23), p.3753-3758
Main Authors: Khan, Bhuttu, Khan, Afsar Ali, Kant, Ruchir, Koley, Dipankar
Format: Article
Language:English
Subjects:
2,2′-azobisisobutyronitrile (AIBN)
2′-azobisisobutyronitrile (AIBN)
Benzamide
Benzothiophene
Bonding agents
C-H functionalization
carbonylation
Carbonyls
Catalysis
copper
cyanation
Derivatives
Furans
Thiophenes
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Summary:An efficient copper‐catalyzed regioselective C—H bond carbonylation of benzamides has been developed using 2,2′‐azobisisobutyronitrile (AIBN) as traceless cyanating agent. The non‐toxic and readily available AIBN was used for the carbonylative cyclization of benzamides via copper catalysis. The method is also applicable for the regioselective cyanation of furan, benzofuran, thiophene, benzothiophene, and pyrrole carboxamide derivatives.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201600664