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Synthesis 2018; 50(24): 4949-4957
DOI: 10.1055/s-0037-1610237
DOI: 10.1055/s-0037-1610237
paper
Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks
Authors
Weitere Informationen
Publikationsverlauf
Received: 25. Juni 2018
Accepted after revision: 16. Juli 2018
Publikationsdatum:
20. August 2018 (online)
Abstract
An approach for the multigram synthesis of 3,3-difluorocyclobutyl-substituted building blocks (including carboxylic acid, amines, alcohols, azide, trifluoroborate ketone) is described. It is shown that, in most cases, ethyl 3,3-difluorocyclobutanecarboxylate is a convenient common synthetic intermediate to obtain the target derivatives. For preparation of 3,3-difluorocyclobutanol or -cyclobutanone, an alternative pathway via reaction of dichloroketene and tert-butyl or benzyl vinyl ether should be applied.
Key words
cycloalkanes - organofluorine compounds - fluorination - conformational restriction - lead-oriented synthesisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610237.
- Supporting Information (PDF)
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