Literature DB >> 34079625

Bromine Radical Catalysis by Energy Transfer Photosensitization.

Dian-Feng Chen1, Cameron H Chrisman1, Garret M Miyake1.   

Abstract

We report here a mild, safe, and user-friendly bromine radical catalysis system that enables efficient [3 + 2] cycloaddition of diversely substituted vinyl- and ethynylcyclopropanes with a broad range of alkenes, including drug-like molecules and pharmaceuticals. Key to the success is the use of photosensitizing triplet-state β-fragmentation of a judiciously selected precatalyst, cinnamyl bromide, to generate bromine radicals in a controlled manner using parts per million-level photocatalyst (i.e., 4CzIPN) loading.

Entities:  

Keywords:  bromine radical; catalysis; cycloaddition; energy transfer; photocatalysis

Year:  2020        PMID： 34079625      PMCID： PMC8168786          DOI： 10.1021/acscatal.0c00281

Source DB:  PubMed          Journal:  ACS Catal            Impact factor:   13.084


  40 in total

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5.  General and Efficient Intermolecular [2+2] Photodimerization of Chalcones and Cinnamic Acid Derivatives in Solution through Visible-Light Catalysis.

Authors:  Tao Lei; Chao Zhou; Mao-Yong Huang; Lei-Min Zhao; Bing Yang; Chen Ye; Hongyan Xiao; Qing-Yuan Meng; Vaidhyanathan Ramamurthy; Chen-Ho Tung; Li-Zhu Wu
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6.  A chiral thioxanthone as an organocatalyst for enantioselective [2+2] photocycloaddition reactions induced by visible light.

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7.  Evidence for Triplet Sensitization in the Visible-Light-Induced [2+2] Photocycloaddition of Eniminium Ions.

Authors:  Fabian M Hörmann; Tim S Chung; Elsa Rodriguez; Matthias Jakob; Thorsten Bach
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-13       Impact factor: 15.336

8.  Visible light C-H amidation of heteroarenes with benzoyl azides.

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Journal:  Chem Sci       Date:  2014-10-30       Impact factor: 9.825

9.  Enantioselective Intermolecular [2 + 2] Photocycloaddition Reactions of 2(1H)-Quinolones Induced by Visible Light Irradiation.

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Journal:  J Am Chem Soc       Date:  2016-06-16       Impact factor: 15.419

10.  Photochemical Nickel-Catalyzed C-H Arylation: Synthetic Scope and Mechanistic Investigations.

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  4 in total

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Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

2.  Conformational Flexibility as a Tool for Enabling Site-Selective Functionalization of Unactivated sp3 C-O Bonds in Cyclic Acetals.

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3.  Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis.

Authors:  Adriana Luque; Jonathan Groß; Till J B Zähringer; Christoph Kerzig; Till Opatz
Journal:  Chemistry       Date:  2022-03-04       Impact factor: 5.020

4.  Bromine radical as a visible-light-mediated polarity-reversal catalyst.

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Journal:  iScience       Date:  2021-06-05
  4 in total

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