Literature DB >> 33633808

Unexpected rearrangements and a novel synthesis of 1,1-dichloro-1-alkenones from 1,1,1-trifluoroalkanones with aluminium trichloride.

Beatrice Lansbergen1, Catherine S Meister1, Michael C McLeod1.   

Abstract

A novel reactivity of 1,1,1-trifluoroalkanones is reported, where the reaction with AlCl3 results in the formation of 1,1-dichloro-1-alkenones. The reaction scope was found to be broad, with various chain lengths and aryl substituents tolerated. For substrates containing an electron-rich aromatic ring, further reactions take place, resulting in bicyclic and/or rearrangement products.
Copyright © 2021, Lansbergen et al.

Entities:  

Keywords:  Friedel–Crafts alkylation; aluminium trichloride; dichloroalkenes; rearrangement; trifluoroalkanes

Year:  2021        PMID： 33633808      PMCID： PMC7884876          DOI： 10.3762/bjoc.17.36

Source DB:  PubMed          Journal:  Beilstein J Org Chem        ISSN： 1860-5397            Impact factor:   2.883


  10 in total

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  10 in total

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