Literature DB >> 27149524

Photoinduced Formation of Hybrid Aryl Pd-Radical Species Capable of 1,5-HAT: Selective Catalytic Oxidation of Silyl Ethers into Silyl Enol Ethers.

Marvin Parasram1, Padon Chuentragool1, Dhruba Sarkar1, Vladimir Gevorgyan1.   

Abstract

A direct visible light-induced generation of a hybrid aryl Pd-radical species from aryl iodide and Pd(0) is reported to enable an unprecedented (for hybrid Pd-radical species) hydrogen atom-transfer event. This approach allowed for efficient desaturation of readily available silyl ethers into synthetically valuable silyl enols. Moreover, this oxidation reaction proceeds at room temperature without the aid of exogenous photosensitizers or oxidants.

Entities:  

Year:  2016        PMID: 27149524     DOI: 10.1021/jacs.6b01628

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  40 in total

1.  Silicon-Tethered Strategies for C-H Functionalization Reactions.

Authors:  Marvin Parasram; Vladimir Gevorgyan
Journal:  Acc Chem Res       Date:  2017-08-03       Impact factor: 22.384

2.  General, Mild, and Selective Method for Desaturation of Aliphatic Amines.

Authors:  Padon Chuentragool; Marvin Parasram; Yi Shi; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2018-02-07       Impact factor: 15.419

3.  Heck Reaction of Electronically Diverse Tertiary Alkyl Halides.

Authors:  Daria Kurandina; Mónica Rivas; Maxim Radzhabov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2018-01-05       Impact factor: 6.005

4.  Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes.

Authors:  Daria Kurandina; Marvin Parasram; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-09       Impact factor: 15.336

5.  Photoinduced Palladium-Catalyzed Carbofunctionalization of Conjugated Dienes Proceeding via Radical-Polar Crossover Scenario: 1,2-Aminoalkylation and Beyond.

Authors:  Kelvin Pak Shing Cheung; Daria Kurandina; Tetsuji Yata; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2020-05-19       Impact factor: 15.419

6.  Aliphatic Radical Relay Heck Reaction at Unactivated C(sp3 )-H Sites of Alcohols.

Authors:  Padon Chuentragool; Dongari Yadagiri; Taiki Morita; Sumon Sarkar; Marvin Parasram; Yang Wang; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-17       Impact factor: 15.336

7.  Development of an Imine Chaperone for Selective C-H Functionalization of Alcohols via Radical Relay.

Authors:  Kohki M Nakafuku; Raymond K Twumasi; Avassaya Vanitcha; Ethan A Wappes; Kayambu Namitharan; Mathieu Bekkaye; David A Nagib
Journal:  J Org Chem       Date:  2019-09-12       Impact factor: 4.354

8.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

9.  Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates.

Authors:  Maxim Ratushnyy; Nikita Kvasovs; Sumon Sarkar; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-06       Impact factor: 15.336

10.  General, Auxiliary-Enabled Photoinduced Pd-Catalyzed Remote Desaturation of Aliphatic Alcohols.

Authors:  Marvin Parasram; Padon Chuentragool; Yang Wang; Yi Shi; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2017-10-12       Impact factor: 15.419

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