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Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides

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.

Beilstein J. Org. Chem. 2018, 14, 182–186. doi:10.3762/bjoc.14.12

Authors:   Masanori Inaba; Tatsuya Sakai; Shun Shinada; Tsuyuka Sugiishi; Yuta Nishina; Norio Shibata; Hideki Amii
Journal:   Beilstein Journal of Organic Chemistry
Volume:   14
edition:   1
Year:   2018
Pages:   182
DOI:   10.3762/bjoc.14.12
Publication date:   19-Jan-2018
Facts, background information, dossiers
  • Nucleophilic addition
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