DDQ-mediated Direct C(sp3)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions

Shanshan Kong; Lingqiong Zhang; Xiaoli Dai; Lianzhi Tao; Chunsong Xie; Lei Shi; Min Wang

doi:10.1002/adsc.201500096

DDQ-mediated Direct C(sp³)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions

Shanshan Kong
, Lingqiong Zhang
, Xiaoli Dai
, Lianzhi Tao
, Chunsong Xie
, Lei Shi^*
, Min Wang

^*Corresponding author for this work

School of Sciences

Hangzhou Normal University

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

26 Scopus citations

Abstract

A direct cyanation of benzyl ethers and 1,3-diarylpropenes with TMSCN was performed under solvent- and metal-free conditions. This oxidative cross dehydrative coupling (CDC) reaction was promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and provided rapid access to a broad range of nitriles in good to excellent yields.

Original language	English
Pages (from-to)	2453-2456
Number of pages	4
Journal	Advanced Synthesis and Catalysis
Volume	357
Issue number	11
DOIs	https://doi.org/10.1002/adsc.201500096
State	Published - 1 Aug 2015

Keywords

1,3-diarylpropene
C(sp)-H functionalization
DDQ
benzyl ether
cyanation

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title = "DDQ-mediated Direct C(sp3)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions",

abstract = "A direct cyanation of benzyl ethers and 1,3-diarylpropenes with TMSCN was performed under solvent- and metal-free conditions. This oxidative cross dehydrative coupling (CDC) reaction was promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and provided rapid access to a broad range of nitriles in good to excellent yields.",

keywords = "1,3-diarylpropene, C(sp)-H functionalization, DDQ, benzyl ether, cyanation",

author = "Shanshan Kong and Lingqiong Zhang and Xiaoli Dai and Lianzhi Tao and Chunsong Xie and Lei Shi and Min Wang",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

year = "2015",

month = aug,

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doi = "10.1002/adsc.201500096",

language = "英语",

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journal = "Advanced Synthesis and Catalysis",

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T1 - DDQ-mediated Direct C(sp3)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions

AU - Kong, Shanshan

AU - Zhang, Lingqiong

AU - Dai, Xiaoli

AU - Tao, Lianzhi

AU - Xie, Chunsong

AU - Shi, Lei

AU - Wang, Min

PY - 2015/8/1

Y1 - 2015/8/1

N2 - A direct cyanation of benzyl ethers and 1,3-diarylpropenes with TMSCN was performed under solvent- and metal-free conditions. This oxidative cross dehydrative coupling (CDC) reaction was promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and provided rapid access to a broad range of nitriles in good to excellent yields.

AB - A direct cyanation of benzyl ethers and 1,3-diarylpropenes with TMSCN was performed under solvent- and metal-free conditions. This oxidative cross dehydrative coupling (CDC) reaction was promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and provided rapid access to a broad range of nitriles in good to excellent yields.

KW - 1,3-diarylpropene

KW - C(sp)-H functionalization

KW - DDQ

KW - benzyl ether

KW - cyanation

UR - https://www.scopus.com/pages/publications/84938967630

U2 - 10.1002/adsc.201500096

DO - 10.1002/adsc.201500096

M3 - 文章

AN - SCOPUS:84938967630

SN - 1615-4150

VL - 357

SP - 2453

EP - 2456

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 11

ER -

DDQ-mediated Direct C(sp³)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions

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Keywords

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