Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation

Kodai Saito; Taishi Umi; Takayuki Yamada; Takuya Suga; Takahiko Akiyama

doi:10.1039/c6ob02825j

Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation

Kodai Saito, Taishi Umi, Takayuki Yamada, Takuya Suga, Takahiko Akiyama

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl₅ catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.

Original language	English
Pages (from-to)	1767-1770
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	15
Issue number	8
DOIs	https://doi.org/10.1039/c6ob02825j
Publication status	Published - 2017
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.",

author = "Kodai Saito and Taishi Umi and Takayuki Yamada and Takuya Suga and Takahiko Akiyama",

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T1 - Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation

AU - Saito, Kodai

AU - Umi, Taishi

AU - Yamada, Takayuki

AU - Suga, Takuya

AU - Akiyama, Takahiko

PY - 2017

Y1 - 2017

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AB - The catalytic defluorinative triallylation of α,α,α-trifluorotoluene derivatives via C-F bond activation has been achieved by the use of the NbCl5 catalyst and allyltrimethylsilane as a nucleophile. Several control experiments have suggested the importance of the conjugation between the fluorine atoms and the carbocation center in this reaction.

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Niobium(v)-catalyzed defluorinative triallylation of α,α,α-trifluorotoluene derivatives by triple C-F bond activation

Abstract

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