Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis

Zhen Lin Hou; Fan Yang; Zhibing Zhou; Yu Fei Ao; Bo Yao

doi:10.1016/j.tetlet.2018.11.026

Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis

Zhen Lin Hou, Fan Yang, Zhibing Zhou, Yu Fei Ao, Bo Yao^*

^*此作品的通讯作者

科研成果: 期刊稿件 › 文章 › 同行评审

4 引用（Scopus）

摘要

A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.

源语言	英语
页（从-至）	4557-4561
页数	5
期刊	Tetrahedron Letters
卷	59
期	52
DOI	https://doi.org/10.1016/j.tetlet.2018.11.026
出版状态	已出版 - 26 12月 2018

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title = "Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis",

abstract = "A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.",

keywords = "Allyl(trimethyl)silane, Cross-coupling, Palladium catalysis, Silver salt",

author = "Hou, {Zhen Lin} and Fan Yang and Zhibing Zhou and Ao, {Yu Fei} and Bo Yao",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

year = "2018",

month = dec,

day = "26",

doi = "10.1016/j.tetlet.2018.11.026",

language = "English",

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TY - JOUR

T1 - Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis

AU - Hou, Zhen Lin

AU - Yang, Fan

AU - Zhou, Zhibing

AU - Ao, Yu Fei

AU - Yao, Bo

PY - 2018/12/26

Y1 - 2018/12/26

N2 - A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.

AB - A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.

KW - Allyl(trimethyl)silane

KW - Cross-coupling

KW - Palladium catalysis

KW - Silver salt

UR - http://www.scopus.com/inward/record.url?scp=85056854203&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2018.11.026

DO - 10.1016/j.tetlet.2018.11.026

M3 - Article

AN - SCOPUS:85056854203

SN - 0040-4039

VL - 59

SP - 4557

EP - 4561

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 52

ER -

Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis

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