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Author:

Yang, Shang-Feng (Yang, Shang-Feng.) | Li, Pei (Li, Pei.) | Fang, Zi-Lin (Fang, Zi-Lin.) | Liang, Sen (Liang, Sen.) | Tian, Hong -Yu (Tian, Hong -Yu.) | Sun, Bao-Guo (Sun, Bao-Guo.) | Xu, Kun (Xu, Kun.) | Zeng, Cheng-Chu (Zeng, Cheng-Chu.) (Scholars:曾程初)

Indexed by:

Scopus SCIE

Abstract:

The electrochemical preparation of 2-aminothiazoles has been achieved by the reaction of active methylene ketones with thioureas assisted by ᴅʟ-alanine using NH4I as a redox mediator. The electrochemical protocol proceeds in an undivided cell equipped with graphite plate electrodes under constant current conditions. Various active methylene ketones, including 13-keto ester, 13-keto amide, 13-keto nitrile, 13-keto sulfone and 1,3-diketones, can be converted to the corresponding 2-aminothiazoles. Mechanistically, the in situ generated alpha-iodoketone was proposed to be the key active species.

Keyword:

halide ion indirect electrolysis 2-aminothiazoles electrosynthesis

Author Community:

  • [ 1 ] [Yang, Shang-Feng]Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing Key Lab Flavor Chem, Beijing, Peoples R China
  • [ 2 ] [Li, Pei]Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing Key Lab Flavor Chem, Beijing, Peoples R China
  • [ 3 ] [Fang, Zi-Lin]Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing Key Lab Flavor Chem, Beijing, Peoples R China
  • [ 4 ] [Liang, Sen]Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing Key Lab Flavor Chem, Beijing, Peoples R China
  • [ 5 ] [Tian, Hong -Yu]Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing Key Lab Flavor Chem, Beijing, Peoples R China
  • [ 6 ] [Sun, Bao-Guo]Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing Key Lab Flavor Chem, Beijing, Peoples R China
  • [ 7 ] [Xu, Kun]Beijing Univ Technol, Fac Environm & Life, Beijing 100124, Peoples R China
  • [ 8 ] [Zeng, Cheng-Chu]Beijing Univ Technol, Fac Environm & Life, Beijing 100124, Peoples R China

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Source :

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY

ISSN: 1860-5397

Year: 2022

Volume: 18

Page: 1249-1255

2 . 7

JCR@2022

2 . 7 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:53

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count: 3

SCOPUS Cited Count: 4

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 9

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