叔膦介导的叠氮化合物与不饱和酮的连续Staudinger/Aza-Michael加成反应合成β-氨基取代酮类化合物

Tiantian Cong; Huamin Wang; Yuanyuan Liu; Haihong Wu; Junliang Zhang

doi:10.6023/cjoc201906005

叔膦介导的叠氮化合物与不饱和酮的连续Staudinger/Aza-Michael加成反应合成β-氨基取代酮类化合物

Tiantian Cong
, Huamin Wang
, Yuanyuan Liu^*
, Haihong Wu
, Junliang Zhang

^*此作品的通讯作者

化学与分子工程学院

East China Normal University
Fudan University

科研成果: 期刊稿件 › 文章 › 同行评审

4 引用（Scopus）

摘要

A phosphine-mediated Staudinger/Aza-Michael addition of azides with trifluoromethyl substituted α,β-unsaturated ketones was developed, giving hydroamination products in medium to good yields (up to 96%). The hydroamination products could be prepared on gram scale and a wide range of substrates are tolerated under the optimized reaction conditions (30 examples). ³¹P NMR experiments indicate that this reaction was initiated by Staudinger reaction of azide with phosphine.

投稿的翻译标题	Phosphine-Mediated Sequential Staudinger/Aza-Michael Addition of Azides with Unsaturated Ketones to Synthesize β-Amino Substituted Ketones
源语言	繁体中文
页（从-至）	2157-2165
页数	9
期刊	Chinese Journal of Organic Chemistry
卷	39
期	8
DOI	https://doi.org/10.6023/cjoc201906005
出版状态	已出版 - 1 8月 2019

关键词

Alkenes
Aza-Michael addition
Azides
Hydroamination
Phosphines
Staudinger reaction

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10.6023/cjoc201906005

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title = "叔膦介导的叠氮化合物与不饱和酮的连续Staudinger/Aza-Michael加成反应合成β-氨基取代酮类化合物",

abstract = "A phosphine-mediated Staudinger/Aza-Michael addition of azides with trifluoromethyl substituted α,β-unsaturated ketones was developed, giving hydroamination products in medium to good yields (up to 96\%). The hydroamination products could be prepared on gram scale and a wide range of substrates are tolerated under the optimized reaction conditions (30 examples). 31P NMR experiments indicate that this reaction was initiated by Staudinger reaction of azide with phosphine.",

keywords = "Alkenes, Aza-Michael addition, Azides, Hydroamination, Phosphines, Staudinger reaction",

author = "Tiantian Cong and Huamin Wang and Yuanyuan Liu and Haihong Wu and Junliang Zhang",

note = "Publisher Copyright: {\textcopyright} 2019 Chinese Chemical Society \& SIOC, CAS.",

year = "2019",

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doi = "10.6023/cjoc201906005",

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AU - Cong, Tiantian

AU - Wang, Huamin

AU - Liu, Yuanyuan

AU - Wu, Haihong

AU - Zhang, Junliang

PY - 2019/8/1

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N2 - A phosphine-mediated Staudinger/Aza-Michael addition of azides with trifluoromethyl substituted α,β-unsaturated ketones was developed, giving hydroamination products in medium to good yields (up to 96%). The hydroamination products could be prepared on gram scale and a wide range of substrates are tolerated under the optimized reaction conditions (30 examples). 31P NMR experiments indicate that this reaction was initiated by Staudinger reaction of azide with phosphine.

AB - A phosphine-mediated Staudinger/Aza-Michael addition of azides with trifluoromethyl substituted α,β-unsaturated ketones was developed, giving hydroamination products in medium to good yields (up to 96%). The hydroamination products could be prepared on gram scale and a wide range of substrates are tolerated under the optimized reaction conditions (30 examples). 31P NMR experiments indicate that this reaction was initiated by Staudinger reaction of azide with phosphine.

KW - Alkenes

KW - Aza-Michael addition

KW - Azides

KW - Hydroamination

KW - Phosphines

KW - Staudinger reaction

UR - https://www.scopus.com/pages/publications/85072667906

U2 - 10.6023/cjoc201906005

DO - 10.6023/cjoc201906005

M3 - 文章

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SN - 0253-2786

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EP - 2165

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 8

ER -

叔膦介导的叠氮化合物与不饱和酮的连续Staudinger/Aza-Michael加成反应合成β-氨基取代酮类化合物

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