Electrochemical Synthesis of 3-Sulfonylindoles via Annulation of o-Alkynylanilines with Sodium Sulfinates-Reference-Cited by-同舟云学术

Electrochemical Synthesis of 3-Sulfonylindoles via Annulation of o-Alkynylanilines with Sodium Sulfinates

Published:2022-12-12 Issue: Volume: Page:
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Huang Shenlin¹^ORCID,Jiang Ping¹,Liu Rui¹,Meng Xiangtai¹²,Zheng Binnan³,Zheng Yu¹

Affiliation:

1. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University

2. Sinopec Maoming Petrochemical Company

3. Ningxia Best Pharmaceutical Chemical Co., Ltd.

Abstract

AbstractAn electrochemical method to synthesize 3-sulfonylindoles from o-alkynylanilines and sodium sulfinates is disclosed. Featuring external oxidant-free, transition metal-free, and mild conditions, this sustainable approach tolerates a wide range of functional groups. Mechanistic studies are presented, revealing that (E)-bis(sulfonyl)stilbenes appear to be the key intermediates in this transformation.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Jiangsu Province

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1996-8054.pdf

Reference12 articles.

1. Gold- and Indium-Catalyzed Synthesis of 3- and 6-Sulfonylindoles fromortho-Alkynyl-N-sulfonylanilines

2. Synthesis of N-alkyl-3-sulfonylindoles and N-alkyl-3-sulfanylindoles by cascade annulation of 2-alkynyl-N,N-dialkylanilines

3. tert-Butyl Hydroperoxide (TBHP)-Initiated Vicinal Sulfonamination of Alkynes: A Radical Annulation toward 3-Sulfonylindoles

4. Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts

5. Electrochemically Enabled Sulfonylation of Alkynes with Sodium Sulfinates

Cited by 2 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Electrochemical Organic Synthesis;Synthesis;2023-08-29

2. Recent advances in the dichalcogenation reactions of unsaturated compounds via double functionalization;Organic Chemistry Frontiers;2023