Synthesis of 2,4,6-Trisubstituted Pyrimidines via Iron-Catalyzed Homocoupling of α,β-Unsaturated Ketoximes

Gaochen Xu; Xuemei Wang; Chenglong Jia; Huan Yan; Sai Zhang; Qinghuan Wu; Ning Zhu; Zheng Fang; Jindian Duan; Kai Guo

doi:10.1002/adsc.202200554

Synthesis of 2,4,6-Trisubstituted Pyrimidines via Iron-Catalyzed Homocoupling of α,β-Unsaturated Ketoximes

Gaochen Xu, Xuemei Wang, Chenglong Jia, Huan Yan, Sai Zhang, Qinghuan Wu, Ning Zhu, Zheng Fang, Jindian Duan, Kai Guo

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Nanjing Tech University

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

7 Scopus citations

Abstract

A FeCl₂-catalyzed homocoupling of α,β-unsaturated ketoximes in batch and flow is reported. This protocol demonstrates broad substrate scope and functional group tolerance, providing an alternate route toward the synthesis of 2,4,6-trisubstituted pyrimidines under mild conditions. Also a gram-scale reaction has been performed to evaluate the applicability of this method. (Figure presented.).

Original language	English
Pages (from-to)	2654-2659
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	364
Issue number	15
DOIs	https://doi.org/10.1002/adsc.202200554
State	Published - 2 Aug 2022

Keywords

Flow reaction
Homocoupling
Iron
Pyrimidines
α,β-Unsaturated ketoximes

Access to Document

10.1002/adsc.202200554

Cite this

@article{e376d41ba8a9467da4aa95e38ea09a0d,

title = "Synthesis of 2,4,6-Trisubstituted Pyrimidines via Iron-Catalyzed Homocoupling of α,β-Unsaturated Ketoximes",

abstract = "A FeCl2-catalyzed homocoupling of α,β-unsaturated ketoximes in batch and flow is reported. This protocol demonstrates broad substrate scope and functional group tolerance, providing an alternate route toward the synthesis of 2,4,6-trisubstituted pyrimidines under mild conditions. Also a gram-scale reaction has been performed to evaluate the applicability of this method. (Figure presented.).",

keywords = "Flow reaction, Homocoupling, Iron, Pyrimidines, α,β-Unsaturated ketoximes",

author = "Gaochen Xu and Xuemei Wang and Chenglong Jia and Huan Yan and Sai Zhang and Qinghuan Wu and Ning Zhu and Zheng Fang and Jindian Duan and Kai Guo",

note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",

year = "2022",

month = aug,

day = "2",

doi = "10.1002/adsc.202200554",

language = "英语",

volume = "364",

pages = "2654--2659",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

number = "15",

}

TY - JOUR

T1 - Synthesis of 2,4,6-Trisubstituted Pyrimidines via Iron-Catalyzed Homocoupling of α,β-Unsaturated Ketoximes

AU - Xu, Gaochen

AU - Wang, Xuemei

AU - Jia, Chenglong

AU - Yan, Huan

AU - Zhang, Sai

AU - Wu, Qinghuan

AU - Zhu, Ning

AU - Fang, Zheng

AU - Duan, Jindian

AU - Guo, Kai

PY - 2022/8/2

Y1 - 2022/8/2

N2 - A FeCl2-catalyzed homocoupling of α,β-unsaturated ketoximes in batch and flow is reported. This protocol demonstrates broad substrate scope and functional group tolerance, providing an alternate route toward the synthesis of 2,4,6-trisubstituted pyrimidines under mild conditions. Also a gram-scale reaction has been performed to evaluate the applicability of this method. (Figure presented.).

AB - A FeCl2-catalyzed homocoupling of α,β-unsaturated ketoximes in batch and flow is reported. This protocol demonstrates broad substrate scope and functional group tolerance, providing an alternate route toward the synthesis of 2,4,6-trisubstituted pyrimidines under mild conditions. Also a gram-scale reaction has been performed to evaluate the applicability of this method. (Figure presented.).

KW - Flow reaction

KW - Homocoupling

KW - Iron

KW - Pyrimidines

KW - α,β-Unsaturated ketoximes

UR - http://www.scopus.com/inward/record.url?scp=85133469767&partnerID=8YFLogxK

U2 - 10.1002/adsc.202200554

DO - 10.1002/adsc.202200554

M3 - 文章

AN - SCOPUS:85133469767

SN - 1615-4150

VL - 364

SP - 2654

EP - 2659

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 15

ER -

Synthesis of 2,4,6-Trisubstituted Pyrimidines via Iron-Catalyzed Homocoupling of α,β-Unsaturated Ketoximes

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this