Literature DB >> 28186412

Photoredox Catalyzed Intramolecular Fluoroalkylarylation of Unactivated Alkenes.

Zuxiao Zhang1, Henry Martinez1, William R Dolbier1.   

Abstract

The first example of photoredox catalyzed difluoromethylation of unactivated alkenes coupled with C-C bond formation to an aryl ring is reported. The reactions are conducted under mild conditions and afford tetralin derivatives bearing difluoromethyl as well as other fluoroalkyl groups in good to high yields. In addition, the study indicates that 6-exo radical cyclization of an alkyl radical to a phenyl ring is faster than the respective 5-exo radical cyclization. A computational study provides insights to the experimental results.

Entities:  

Year:  2017        PMID: 28186412     DOI: 10.1021/acs.joc.6b03012

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Progress in Difluoroalkylation of Organic Substrates by Visible Light Photoredox Catalysis.

Authors:  Agostinho Lemos; Christian Lemaire; André Luxen
Journal:  Adv Synth Catal       Date:  2019-01-17       Impact factor: 5.837

2.  CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation and chlorination. Part 2: Use of CF3SO2Cl.

Authors:  Hélène Chachignon; Hélène Guyon; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2017-12-19       Impact factor: 2.883

  2 in total

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