Literature DB >> 23784666

A mild, one-pot Stadler-Ziegler synthesis of arylsulfides facilitated by photoredox catalysis in batch and continuous-flow.

Xiao Wang1, Gregory D Cuny, Timothy Noël.   

Abstract

Visible advance: A mild, one-pot Stadler-Ziegler process for C-S bond formation has been developed. The method employs the photoredox catalyst [Ru(bpy)3Cl2]⋅6 H2O irradiated with visible light. A variety of aryl-alkyl and diaryl sulfides were prepared from readily available arylamines and aryl/alkylthiols in good yields. The use of a photo microreactor led to a significant improvement with respect to safety and efficiency.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CS bond formation; microflow chemistry; one-pot processes; visible-light photoredox catalysis

Mesh：

Substances：

Year:  2013        PMID： 23784666     DOI： 10.1002/anie.201303483

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  11 in total

1.  Visible-Light-Promoted C-S Cross-Coupling via Intermolecular Charge Transfer.

Authors:  Bin Liu; Chern-Hooi Lim; Garret M Miyake
Journal:  J Am Chem Soc       Date:  2017-09-19       Impact factor: 15.419

Review 2.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

3.  Sustainable Thioetherification via Electron Donor-Acceptor Photoactivation Using Thianthrenium Salts.

Authors:  María Jesús Cabrera-Afonso; Albert Granados; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-30       Impact factor: 16.823

4.  The Development of Visible-Light Photoredox Catalysis in Flow.

Authors:  Zachary J Garlets; John D Nguyen; Corey R J Stephenson
Journal:  Isr J Chem       Date:  2014-04-01       Impact factor: 3.333

5.  Visible-Light-Mediated Selective Arylation of Cysteine in Batch and Flow.

Authors:  Cecilia Bottecchia; Maarten Rubens; Smita B Gunnoo; Volker Hessel; Annemieke Madder; Timothy Noël
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-01       Impact factor: 15.336

Review 6.  Flow Photochemistry as a Tool in Organic Synthesis.

Authors:  Thomas H Rehm
Journal:  Chemistry       Date:  2020-10-01       Impact factor: 5.236

Review 7.  Photocatalytic formation of carbon-sulfur bonds.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Beilstein J Org Chem       Date:  2018-01-05       Impact factor: 2.883

8.  Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions.

Authors:  Kai Chen; Shuai Zhang; Pei He; Pengfei Li
Journal:  Chem Sci       Date:  2016-02-01       Impact factor: 9.825

9.  Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling.

Authors:  Haihui Peng; Rong Cai; Chang Xu; Hao Chen; Xiaodong Shi
Journal:  Chem Sci       Date:  2016-06-10       Impact factor: 9.825

Review 10.  Designing Microflowreactors for Photocatalysis Using Sonochemistry: A Systematic Review Article.

Authors:  Swaraj Rashmi Pradhan; Ramón Fernando Colmenares-Quintero; Juan Carlos Colmenares Quintero
Journal:  Molecules       Date:  2019-09-12       Impact factor: 4.411
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