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Abstract:
Symmetrical bisamides of ethylene diamine of type ArCONHCH2CH2NHCOAr undergo anodic C-C bond cleavage in acetonitrile-LiClO4 under controlled-potential electrolysis. The electrogenerated carbocation intermediates react with the solvent acetonitrile to afford unsymmetrical gem-bisamides of type ArCONHCH2NHCOMe in a one-pot reaction. The yields of the latter products are moderate (up to 60%). Other minor products involve two symmetrical gem-bisamides of type ArCONHCH2NHCOAr and MeCONHCH2NHCOMe and fragmentation products (e.g., ArCONHCHO, ArCONH2, and ArCN).
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ORGANIC LETTERS
ISSN: 1523-7060
Year: 2019
Issue: 19
Volume: 21
Page: 7961-7964
5 . 2 0 0
JCR@2022
ESI Discipline: CHEMISTRY;
ESI HC Threshold:166
JCR Journal Grade:1
Cited Count:
WoS CC Cited Count: 12
SCOPUS Cited Count: 11
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 7
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