Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides.

Beilstein J Org Chem

Division of Molecular Science, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu, Gunma, 376-8515, Japan.

Published: January 2018

AI Article Synopsis

  • The article outlines a straightforward method for creating C3-perfluoroalkyl-substituted phthalides in a single reaction step.
  • The process involves the reaction of 2-cyanobenzaldehyde with (perfluoroalkyl)trimethylsilanes after adding KF or triethylamine.
  • This reaction proceeds through nucleophilic addition followed by intramolecular cyclization, resulting in good yields of the desired compound.

Article Abstract

Discribed in this article is a versatile and practical method for the synthesis of C3-perfluoroalkyl-substituted phthalides in a one-pot manner. Upon treatment of KF or triethylamine, 2-cyanobenzaldehyde reacted with (perfluoroalkyl)trimethylsilanes via nucleophilic addition and subsequent intramolecular cyclization to give perfluoroalkylphthalides in good yields.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5789380PMC
http://dx.doi.org/10.3762/bjoc.14.12DOI Listing

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Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides.

Beilstein J Org Chem

January 2018

Division of Molecular Science, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu, Gunma, 376-8515, Japan.

Article Synopsis
  • The article outlines a straightforward method for creating C3-perfluoroalkyl-substituted phthalides in a single reaction step.
  • The process involves the reaction of 2-cyanobenzaldehyde with (perfluoroalkyl)trimethylsilanes after adding KF or triethylamine.
  • This reaction proceeds through nucleophilic addition followed by intramolecular cyclization, resulting in good yields of the desired compound.
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