Literature DB >> 21258387

Visible-light-mediated conversion of alcohols to halides.

Chunhui Dai1, Jagan M R Narayanam, Corey R J Stephenson.   

Abstract

The development of new means of activating molecules and bonds for chemical reactions is a fundamental objective for chemists. In this regard, visible-light photoredox catalysis has emerged as a powerful technique for chemoselective activation of chemical bonds under mild reaction conditions. Here, we report a visible-light-mediated photocatalytic alcohol activation, which we use to convert alcohols to the corresponding bromides and iodides in good yields, with exceptional functional group tolerance. In this fundamentally useful reaction, the design and operation of the process is simple, the reaction is highly efficient, and the formation of stoichiometric waste products is minimized.

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Year:  2011        PMID: 21258387     DOI: 10.1038/nchem.949

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  30 in total

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2.  Converting homogeneous to heterogeneous in electrophilic catalysis using monodisperse metal nanoparticles.

Authors:  Cole A Witham; Wenyu Huang; Chia-Kuang Tsung; John N Kuhn; Gabor A Somorjai; F Dean Toste
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5.  Redox economy in organic synthesis.

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6.  Green chemistry for chemical synthesis.

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Review 7.  The economies of synthesis.

Authors:  Timothy Newhouse; Phil S Baran; Reinhard W Hoffmann
Journal:  Chem Soc Rev       Date:  2009-08-21       Impact factor: 54.564

8.  ROMPgel-supported triphenylphosphine with potential application in parallel synthesis.

Authors:  Erik Arstad; Anthony G M Barrett; Brian T Hopkins; Johannes Köbberling
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9.  Visible light-mediated intermolecular C-H functionalization of electron-rich heterocycles with malonates.

Authors:  Laura Furst; Bryan S Matsuura; Jagan M R Narayanam; Joseph W Tucker; Corey R J Stephenson
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

10.  Crossed intermolecular [2+2] cycloadditions of acyclic enones via visible light photocatalysis.

Authors:  Juana Du; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2009-10-21       Impact factor: 15.419

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  30 in total

1.  Functionally diverse nucleophilic trapping of iminium intermediates generated utilizing visible light.

Authors:  David B Freeman; Laura Furst; Allison G Condie; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-12-08       Impact factor: 6.005

2.  Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis.

Authors:  Laura Furst; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-12       Impact factor: 15.336

3.  Preparation of visible-light-activated metal complexes and their use in photoredox/nickel dual catalysis.

Authors:  Christopher B Kelly; Niki R Patel; David N Primer; Matthieu Jouffroy; John C Tellis; Gary A Molander
Journal:  Nat Protoc       Date:  2017-02-02       Impact factor: 13.491

Review 4.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

5.  Visible-light photoredox catalysis in flow.

Authors:  Joseph W Tucker; Yuan Zhang; Timothy F Jamison; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-16       Impact factor: 15.336

6.  Scalable and Phosphine-Free Conversion of Alcohols to Carbon-Heteroatom Bonds through the Blue Light-Promoted Iodination Reaction.

Authors:  Bin Liu; W Zachary Elder; Garret M Miyake
Journal:  J Org Chem       Date:  2020-02-18       Impact factor: 4.354

7.  Intermolecular [3+2] cycloaddition of cyclopropylamines with olefins by visible-light photocatalysis.

Authors:  Soumitra Maity; Mingzhao Zhu; Ryan Spencer Shinabery; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2011-11-23       Impact factor: 15.336

8.  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

9.  Engaging unactivated alkyl, alkenyl and aryl iodides in visible-light-mediated free radical reactions.

Authors:  John D Nguyen; Erica M D'Amato; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Nat Chem       Date:  2012-10       Impact factor: 24.427

10.  A visible-light-mediated oxidative C-N bond formation/aromatization cascade: photocatalytic preparation of N-arylindoles.

Authors:  Soumitra Maity; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

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