Electrophilic Thiocyanato Reagent Assisted Oxa-Michael/Thiocyanation of α,β-Unsaturated Ketones

Zhenda Fu; Yong Gao; Hongquan Yin; Fu Xue Chen

doi:10.1021/acs.joc.1c01993

Electrophilic Thiocyanato Reagent Assisted Oxa-Michael/Thiocyanation of α,β-Unsaturated Ketones

Zhenda Fu
, Yong Gao
, Hongquan Yin^*
, Fu Xue Chen^*

^*此作品的通讯作者

化学与化工学院

Beijing Institute of Technology

科研成果: 期刊稿件 › 文章 › 同行评审

16 引用（Scopus）

摘要

A route for thiocyanation-functionalization of the electron-deficient C═C double bond was developed. Regioselective thiocyanation-etherification of α,β-unsaturated ketones was achieved. The desired products were obtained in moderate to high yields under mild conditions. It was suggested that the nucleophile was activated by the electrophilic thiocyanato reagent, and difunctionalization was achieved through a 1,4-addition/thiocyanation pathway.

源语言	英语
页（从-至）	17418-17427
页数	10
期刊	Journal of Organic Chemistry
卷	86
期	23
DOI	https://doi.org/10.1021/acs.joc.1c01993
出版状态	已出版 - 3 12月 2021

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10.1021/acs.joc.1c01993

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title = "Electrophilic Thiocyanato Reagent Assisted Oxa-Michael/Thiocyanation of α,β-Unsaturated Ketones",

abstract = "A route for thiocyanation-functionalization of the electron-deficient C═C double bond was developed. Regioselective thiocyanation-etherification of α,β-unsaturated ketones was achieved. The desired products were obtained in moderate to high yields under mild conditions. It was suggested that the nucleophile was activated by the electrophilic thiocyanato reagent, and difunctionalization was achieved through a 1,4-addition/thiocyanation pathway.",

author = "Zhenda Fu and Yong Gao and Hongquan Yin and Chen, \{Fu Xue\}",

note = "Publisher Copyright: {\textcopyright} 2021 American Chemical Society",

year = "2021",

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doi = "10.1021/acs.joc.1c01993",

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T1 - Electrophilic Thiocyanato Reagent Assisted Oxa-Michael/Thiocyanation of α,β-Unsaturated Ketones

AU - Fu, Zhenda

AU - Gao, Yong

AU - Yin, Hongquan

AU - Chen, Fu Xue

PY - 2021/12/3

Y1 - 2021/12/3

N2 - A route for thiocyanation-functionalization of the electron-deficient C═C double bond was developed. Regioselective thiocyanation-etherification of α,β-unsaturated ketones was achieved. The desired products were obtained in moderate to high yields under mild conditions. It was suggested that the nucleophile was activated by the electrophilic thiocyanato reagent, and difunctionalization was achieved through a 1,4-addition/thiocyanation pathway.

AB - A route for thiocyanation-functionalization of the electron-deficient C═C double bond was developed. Regioselective thiocyanation-etherification of α,β-unsaturated ketones was achieved. The desired products were obtained in moderate to high yields under mild conditions. It was suggested that the nucleophile was activated by the electrophilic thiocyanato reagent, and difunctionalization was achieved through a 1,4-addition/thiocyanation pathway.

UR - https://www.scopus.com/pages/publications/85120082988

U2 - 10.1021/acs.joc.1c01993

DO - 10.1021/acs.joc.1c01993

M3 - Article

AN - SCOPUS:85120082988

SN - 0022-3263

VL - 86

SP - 17418

EP - 17427

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 23

ER -

Electrophilic Thiocyanato Reagent Assisted Oxa-Michael/Thiocyanation of α,β-Unsaturated Ketones

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