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Author:

Sun, Cao-Cao (Sun, Cao-Cao.) | Xu, Kun (Xu, Kun.) | Zeng, Cheng-Chu (Zeng, Cheng-Chu.) (Scholars:曾程初)

Indexed by:

EI Scopus SCIE

Abstract:

A highly efficient and mild electrochemical protocol has been developed for the aza-Michael addition of aromatic aza-heterocycles or Ts-protected amines with alpha,beta-unsaturated alkenes to give corresponding beta-amino sulfone, beta-amino nitrile, beta-amino ester, and beta-amino ketone in moderate to excellent yields. The chemistry proceeded using NaI as a redox mediator in an undivided cell at ambient temperature. Unlike the conventional aza-Michael additions, the utilization of strong acid, base, or transition metal-based catalysts is circumvented. In addition, it was observed the electrochemically in situ-generated molecular iodine has higher activity than that under nonelectrochemical reaction conditions.

Keyword:

Aromatic aza-heterocycles Ts-protected amines aza-Michael addition reactions Transition metal- and base-free

Author Community:

  • [ 1 ] [Sun, Cao-Cao]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Pingleyuan 100, Beijing 100124, Peoples R China
  • [ 2 ] [Xu, Kun]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Pingleyuan 100, Beijing 100124, Peoples R China
  • [ 3 ] [Zeng, Cheng-Chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Pingleyuan 100, Beijing 100124, Peoples R China

Reprint Author's Address:

  • 曾程初

    [Zeng, Cheng-Chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Pingleyuan 100, Beijing 100124, Peoples R China

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Source :

ACS SUSTAINABLE CHEMISTRY & ENGINEERING

ISSN: 2168-0485

Year: 2019

Issue: 2

Volume: 7

Page: 2255-2261

8 . 4 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:166

JCR Journal Grade:1

Cited Count:

WoS CC Cited Count: 31

SCOPUS Cited Count: 34

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 2

Online/Total:1007/6365680
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