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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.

SUBMITTER: Inaba M 

PROVIDER: S-EPMC5789380 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Nucleophilic fluoroalkylation/cyclization route to fluorinated phthalides.

Inaba Masanori M   Sakai Tatsuya T   Shinada Shun S   Sugiishi Tsuyuka T   Nishina Yuta Y   Shibata Norio N   Amii Hideki H  

Beilstein journal of organic chemistry 20180119


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. ...[more]

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