Visible-Light Induced Oxidative Annulation of Enamides to 2,4,5-Trisubstituted Oxazole Skeletons

Dan Ning Wang; Qi Lin; Xun Wang; Keyuan Zhang; Xin Hua Duan; Le Liu

doi:10.1002/ajoc.202300019

Visible-Light Induced Oxidative Annulation of Enamides to 2,4,5-Trisubstituted Oxazole Skeletons

Dan Ning Wang
, Qi Lin
, Xun Wang
, Keyuan Zhang
, Xin Hua Duan
, Le Liu

化学学院

Xi'an Jiaotong University

科研成果: 期刊稿件 › 文章 › 同行评审

9 引用（Scopus）

摘要

A novel approach to various trisubstituted oxazoles (28 examples, up to 88% yield) has been developed via 9H-thioxanthen-9-one (TX) mediated oxidative annulation of N-acetyl enamide under visible light irradiation in the presence of BF₃ ⋅ Et₂O (2.0 equiv) and 40 mol% of PhNO₂. This metal-free procedure features high atom and step economy, green and mild conditions and broad substrate scope.

源语言	英语
期刊论文编号	e202300019
期刊	Asian Journal of Organic Chemistry
卷	12
期	5
DOI	https://doi.org/10.1002/ajoc.202300019
出版状态	已出版 - 5月 2023

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title = "Visible-Light Induced Oxidative Annulation of Enamides to 2,4,5-Trisubstituted Oxazole Skeletons",

abstract = "A novel approach to various trisubstituted oxazoles (28 examples, up to 88\% yield) has been developed via 9H-thioxanthen-9-one (TX) mediated oxidative annulation of N-acetyl enamide under visible light irradiation in the presence of BF3 ⋅ Et2O (2.0 equiv) and 40 mol\% of PhNO2. This metal-free procedure features high atom and step economy, green and mild conditions and broad substrate scope.",

keywords = "Enamides, Hydrogen atom Transfer, Oxazoles, Oxidative annulation, Photocatalysis",

author = "Wang, \{Dan Ning\} and Qi Lin and Xun Wang and Keyuan Zhang and Duan, \{Xin Hua\} and Le Liu",

note = "Publisher Copyright: {\textcopyright} 2023 Wiley-VCH GmbH.",

year = "2023",

month = may,

doi = "10.1002/ajoc.202300019",

language = "英语",

volume = "12",

journal = "Asian Journal of Organic Chemistry",

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T1 - Visible-Light Induced Oxidative Annulation of Enamides to 2,4,5-Trisubstituted Oxazole Skeletons

AU - Wang, Dan Ning

AU - Lin, Qi

AU - Wang, Xun

AU - Zhang, Keyuan

AU - Duan, Xin Hua

AU - Liu, Le

PY - 2023/5

Y1 - 2023/5

N2 - A novel approach to various trisubstituted oxazoles (28 examples, up to 88% yield) has been developed via 9H-thioxanthen-9-one (TX) mediated oxidative annulation of N-acetyl enamide under visible light irradiation in the presence of BF3 ⋅ Et2O (2.0 equiv) and 40 mol% of PhNO2. This metal-free procedure features high atom and step economy, green and mild conditions and broad substrate scope.

AB - A novel approach to various trisubstituted oxazoles (28 examples, up to 88% yield) has been developed via 9H-thioxanthen-9-one (TX) mediated oxidative annulation of N-acetyl enamide under visible light irradiation in the presence of BF3 ⋅ Et2O (2.0 equiv) and 40 mol% of PhNO2. This metal-free procedure features high atom and step economy, green and mild conditions and broad substrate scope.

KW - Enamides

KW - Hydrogen atom Transfer

KW - Oxazoles

KW - Oxidative annulation

KW - Photocatalysis

UR - https://www.scopus.com/pages/publications/85146941113

U2 - 10.1002/ajoc.202300019

DO - 10.1002/ajoc.202300019

M3 - 文章

AN - SCOPUS:85146941113

SN - 2193-5807

VL - 12

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 5

M1 - e202300019

ER -

Visible-Light Induced Oxidative Annulation of Enamides to 2,4,5-Trisubstituted Oxazole Skeletons

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