Alkenyl- and Aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: An Entry to Tetraorganosilicon Reagents for the Silicon-Based Cross-Coupling Reaction

Nakao, Yoshiaki ; Imanaka, Hidekazu ; Sahoo, Akhila K. ; Yada, Akira ; Hiyama, Tamejiro (2005) Alkenyl- and Aryl[2-(hydroxymethyl)phenyl]dimethylsilanes: An Entry to Tetraorganosilicon Reagents for the Silicon-Based Cross-Coupling Reaction Journal of the American Chemical Society, 127 (19). pp. 6952-6953. ISSN 0002-7863

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Official URL: http://doi.org/10.1021/ja051281j

Related URL: http://dx.doi.org/10.1021/ja051281j

Abstract

Alkenyl- and aryl[2-(hydroxymethyl)phenyl]dimethylsilanes, highly stable tetraorganosilicon reagents, are found to react with aryl and alkenyl iodides in the presence of a palladium catalyst and K2CO3 as a base, significantly milder conditions compared with those ever reported for the silicon-based cross-coupling reactions. The reaction tolerates a wide range of functional groups, including silyl protectors, and allows a gram-scale synthesis to recover and reuse the silicon residue.

Item Type:Article
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ID Code:122467
Deposited On:02 Aug 2021 18:11
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