Copper-Catalyzed Three-Component Cascade Annulation for Divergent Syntheses of Imidazoles and Dihydroimidazoles

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

doi:10.1021/acs.orglett.1c04308

Copper-Catalyzed Three-Component Cascade Annulation for Divergent Syntheses of Imidazoles and Dihydroimidazoles

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

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

Nanjing Tech University

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

23 Scopus citations

Abstract

The first example of divergent N-heterocycle syntheses through a copper-catalyzed three-component reaction of α,β-unsaturated ketoximes, paraformaldehyde, and amines has been documented. In particular, this divergent synthetic strategy was achieved by controlling the reaction conditions to afford the corresponding imidazoles and dihydroimidazoles in moderate to good yields with a broad substrate scope and good functional group compatibility.

Original language	English
Pages (from-to)	1060-1065
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	4
DOIs	https://doi.org/10.1021/acs.orglett.1c04308
State	Published - 4 Feb 2022

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abstract = "The first example of divergent N-heterocycle syntheses through a copper-catalyzed three-component reaction of α,β-unsaturated ketoximes, paraformaldehyde, and amines has been documented. In particular, this divergent synthetic strategy was achieved by controlling the reaction conditions to afford the corresponding imidazoles and dihydroimidazoles in moderate to good yields with a broad substrate scope and good functional group compatibility.",

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

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T1 - Copper-Catalyzed Three-Component Cascade Annulation for Divergent Syntheses of Imidazoles and Dihydroimidazoles

AU - Xu, Gaochen

AU - Jia, Chenglong

AU - Wang, Xuemei

AU - Yan, Huan

AU - Zhang, Sai

AU - Wu, Qinghuan

AU - Zhu, Ning

AU - Duan, Jindian

AU - Guo, Kai

PY - 2022/2/4

Y1 - 2022/2/4

N2 - The first example of divergent N-heterocycle syntheses through a copper-catalyzed three-component reaction of α,β-unsaturated ketoximes, paraformaldehyde, and amines has been documented. In particular, this divergent synthetic strategy was achieved by controlling the reaction conditions to afford the corresponding imidazoles and dihydroimidazoles in moderate to good yields with a broad substrate scope and good functional group compatibility.

AB - The first example of divergent N-heterocycle syntheses through a copper-catalyzed three-component reaction of α,β-unsaturated ketoximes, paraformaldehyde, and amines has been documented. In particular, this divergent synthetic strategy was achieved by controlling the reaction conditions to afford the corresponding imidazoles and dihydroimidazoles in moderate to good yields with a broad substrate scope and good functional group compatibility.

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U2 - 10.1021/acs.orglett.1c04308

DO - 10.1021/acs.orglett.1c04308

M3 - 文章

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AN - SCOPUS:85124056020

SN - 1523-7060

VL - 24

SP - 1060

EP - 1065

JO - Organic Letters

JF - Organic Letters

IS - 4

ER -

Copper-Catalyzed Three-Component Cascade Annulation for Divergent Syntheses of Imidazoles and Dihydroimidazoles

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