Biaryl synthesis using highly stablearyl[2-(hydroxymethyl)phenyl]dimethylsilanes and aryl iodides under fluoride-free conditions

Nakao, Yoshiaki ; Sahoo, Akhila ; Yada, Akira ; Chen, Jinshui ; Hiyama, Tamejiro (2006) Biaryl synthesis using highly stablearyl[2-(hydroxymethyl)phenyl]dimethylsilanes and aryl iodides under fluoride-free conditions Science and Technology of Advanced Materials, 7 (6). pp. 536-543. ISSN 1468-6996

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Official URL: http://doi.org/10.1016/j.stam.2006.02.019

Related URL: http://dx.doi.org/10.1016/j.stam.2006.02.019

Abstract

Readily accessible and highly stable aryl[2-(hydroxymethyl)phenyl]dimethylsilanes cross-couple with various aryl iodides under mild reaction conditions employing K2CO3 as a base at 50 1C. Use of CuI as a co-catalyst is essential for the success of the present coupling reaction, which tolerates a diverse range of functional groups to afforda wide variety of biaryl products. Intramolecular coordination of a proximal hydroxyl group is considered to efficiently form pentacoordinated silicates having a transferable aryl group at an axial position and facilitate transmetalation from silicon to copper and then to palladium.

Item Type:Article
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ID Code:122465
Deposited On:02 Aug 2021 18:04
Last Modified:02 Aug 2021 18:04

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