Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides

Masanori Inaba, Tatsuya Sakai, Shun Shinada, Tsuyuka Sugiishi, Yuta Nishina, Norio Shibata, Hideki Amii

Research output: Contribution to journal › Article

1 Citation (Scopus)

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.

Original languageEnglish
Pages (from-to)182-186
Number of pages5
JournalBeilstein Journal of Organic Chemistry
Volume14
DOIs
Publication statusPublished - Jan 19 2017

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Cyclization
phthalide
triethylamine

Keywords

  • Cyclization
  • Fluorine
  • Lactone
  • Phthalide
  • Trifluoromethylation

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides. / Inaba, Masanori; Sakai, Tatsuya; Shinada, Shun; Sugiishi, Tsuyuka; Nishina, Yuta; Shibata, Norio; Amii, Hideki.

In: Beilstein Journal of Organic Chemistry, Vol. 14, 19.01.2017, p. 182-186.

Research output: Contribution to journal › Article

Inaba, M, Sakai, T, Shinada, S, Sugiishi, T, Nishina, Y, Shibata, N & Amii, H 2017, 'Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides', Beilstein Journal of Organic Chemistry, vol. 14, pp. 182-186. https://doi.org/10.3762/bjoc.14.12
Inaba M, Sakai T, Shinada S, Sugiishi T, Nishina Y, Shibata N et al. Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides. Beilstein Journal of Organic Chemistry. 2017 Jan 19;14:182-186. https://doi.org/10.3762/bjoc.14.12
Inaba, Masanori ; Sakai, Tatsuya ; Shinada, Shun ; Sugiishi, Tsuyuka ; Nishina, Yuta ; Shibata, Norio ; Amii, Hideki. / Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides. In: Beilstein Journal of Organic Chemistry. 2017 ; Vol. 14. pp. 182-186.
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