Substituent effect of 3,3,3-trifluoropropyl group on organic silanols. Palladium-mediated Mizoroki-Heck type and cross-coupling reactions

Kazunori Hirabayashi; Tatsuhiro Kondo; Fumihiko Toriyama; Yasushi Nishihara; Atsunori Mori

doi:10.1246/bcsj.73.749

Substituent effect of 3,3,3-trifluoropropyl group on organic silanols. Palladium-mediated Mizoroki-Heck type and cross-coupling reactions

Kazunori Hirabayashi, Tatsuhiro Kondo, Fumihiko Toriyama, Yasushi Nishihara, Atsunori Mori

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

34 Citations (Scopus)

Abstract

The Mizoroki-Heck type reaction of methyl(phenyl)(3,3,3- trifluoropropyl)silanol (1a) with ethyl acrylate in the presence of Pd(OAc)₂ (10 mol%) and Cu(OAc)₂/LiOAc gave ethyl cinnamate in 70% yield. The palladium-catalyzed cross-coupling of 1a with 4-iodomethoxybenzene in the presence of Ag₂O also afforded 4-methoxybiphenyl in 51% yield.

Original language	English
Pages (from-to)	749-750
Number of pages	2
Journal	Bulletin of the Chemical Society of Japan
Volume	73
Issue number	3
DOIs	https://doi.org/10.1246/bcsj.73.749
Publication status	Published - Mar 2000
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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Substituent effect of 3,3,3-trifluoropropyl group on organic silanols. Palladium-mediated Mizoroki-Heck type and cross-coupling reactions. / Hirabayashi, Kazunori; Kondo, Tatsuhiro; Toriyama, Fumihiko; Nishihara, Yasushi; Mori, Atsunori.

In: Bulletin of the Chemical Society of Japan, Vol. 73, No. 3, 03.2000, p. 749-750.

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

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abstract = "The Mizoroki-Heck type reaction of methyl(phenyl)(3,3,3- trifluoropropyl)silanol (1a) with ethyl acrylate in the presence of Pd(OAc)2 (10 mol%) and Cu(OAc)2/LiOAc gave ethyl cinnamate in 70% yield. The palladium-catalyzed cross-coupling of 1a with 4-iodomethoxybenzene in the presence of Ag2O also afforded 4-methoxybiphenyl in 51% yield.",

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AU - Toriyama, Fumihiko

AU - Nishihara, Yasushi

AU - Mori, Atsunori

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