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Author:

Golub, Tatiana (Golub, Tatiana.) | Doug, Gui-yuan (Doug, Gui-yuan.) | Zeng, Cheng-chu (Zeng, Cheng-chu.) (Scholars:曾程初) | Becker, James Y. (Becker, James Y..)

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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).

Keyword:

Author Community:

  • [ 1 ] [Golub, Tatiana]Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel
  • [ 2 ] [Becker, James Y.]Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel
  • [ 3 ] [Doug, Gui-yuan]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China
  • [ 4 ] [Zeng, Cheng-chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China

Reprint Author's Address:

  • [Becker, James Y.]Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel

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Source :

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

Online/Total:1021/10574267
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