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Author:

Jiang, Yang-ye (Jiang, Yang-ye.) | Wang, Qing-Qing (Wang, Qing-Qing.) | Liang, Sen (Liang, Sen.) | Hu, Li-Ming (Hu, Li-Ming.) (Scholars:胡利明) | Little, R. Daniel (Little, R. Daniel.) | Zeng, Cheng-Chu (Zeng, Cheng-Chu.) (Scholars:曾程初)

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Abstract:

An efficient protocol for the synthesis of sulfonamides via the electrochemical oxidative amination of sodium sulfinates has been developed. The chemistry proceeds in a simple undivided cell employing a substoichiometric amount of NH4I that serves both as a redox catalyst and a supporting electrolyte; in this manner additional conducting salt is not required. A wide range of substrates, including aliphatic or aromatic secondary and primary amines, as well as aqueous ammonia, proved to be compatible with the protocol. Scale-up was possible, thereby demonstrating the practicality of the approach. The electrolytic process avoids the utilization of external oxidants or corrosive molecular iodine and therefore represents an environmentally benign means by which to achieve the transformation.

Keyword:

Author Community:

  • [ 1 ] [Jiang, Yang-ye]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 2 ] [Wang, Qing-Qing]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 3 ] [Hu, Li-Ming]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 4 ] [Zeng, Cheng-Chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
  • [ 5 ] [Liang, Sen]Beijing Technol & Business Univ, Sch Food & Chem Engn, Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing 100048, Peoples R China
  • [ 6 ] [Zeng, Cheng-Chu]Beijing Technol & Business Univ, Sch Food & Chem Engn, Beijing Adv Innovat Ctr Food Nutr & Human Hlth, Beijing 100048, Peoples R China
  • [ 7 ] [Little, R. Daniel]Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

Reprint Author's Address:

  • 曾程初

    [Zeng, Cheng-Chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China;;[Little, R. Daniel]Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

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Source :

JOURNAL OF ORGANIC CHEMISTRY

ISSN: 0022-3263

Year: 2016

Issue: 11

Volume: 81

Page: 4713-4719

3 . 6 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:221

CAS Journal Grade:2

Cited Count:

WoS CC Cited Count: 96

SCOPUS Cited Count: 95

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 12

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