Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2,3-dihydropyrroles

Xiaobo Zhou; Huimin Zhang; Jiwei Yuan; Lugen Mai; Yanzhong Li

doi:10.1016/j.tetlet.2007.07.221

Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2,3-dihydropyrroles

Xiaobo Zhou
, Huimin Zhang
, Jiwei Yuan
, Lugen Mai
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

29 Scopus citations

Abstract

A novel copper-catalyzed synthesis of substituted 2,3-dihydropyrroles via one-pot N-alkenylation and N-alkylation of amides with 1,4-diiodobut-1-ene derivatives has been developed. The reactions proceed in good to high yields using CuI as the catalyst, K₂CO₃ as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine as the ligand.

Original language	English
Pages (from-to)	7236-7239
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	40
DOIs	https://doi.org/10.1016/j.tetlet.2007.07.221
State	Published - 1 Oct 2007

Keywords

Amides
Copper catalyst
Dihydropyrroles
N-Alkenylation
N-Alkylation

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10.1016/j.tetlet.2007.07.221

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title = "Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2,3-dihydropyrroles",

abstract = "A novel copper-catalyzed synthesis of substituted 2,3-dihydropyrroles via one-pot N-alkenylation and N-alkylation of amides with 1,4-diiodobut-1-ene derivatives has been developed. The reactions proceed in good to high yields using CuI as the catalyst, K2CO3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine as the ligand.",

keywords = "Amides, Copper catalyst, Dihydropyrroles, N-Alkenylation, N-Alkylation",

author = "Xiaobo Zhou and Huimin Zhang and Jiwei Yuan and Lugen Mai and Yanzhong Li",

year = "2007",

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doi = "10.1016/j.tetlet.2007.07.221",

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volume = "48",

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journal = "Tetrahedron Letters",

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T1 - Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides

T2 - an efficient synthesis of substituted 2,3-dihydropyrroles

AU - Zhou, Xiaobo

AU - Zhang, Huimin

AU - Yuan, Jiwei

AU - Mai, Lugen

AU - Li, Yanzhong

PY - 2007/10/1

Y1 - 2007/10/1

N2 - A novel copper-catalyzed synthesis of substituted 2,3-dihydropyrroles via one-pot N-alkenylation and N-alkylation of amides with 1,4-diiodobut-1-ene derivatives has been developed. The reactions proceed in good to high yields using CuI as the catalyst, K2CO3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine as the ligand.

AB - A novel copper-catalyzed synthesis of substituted 2,3-dihydropyrroles via one-pot N-alkenylation and N-alkylation of amides with 1,4-diiodobut-1-ene derivatives has been developed. The reactions proceed in good to high yields using CuI as the catalyst, K2CO3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine as the ligand.

KW - Amides

KW - Copper catalyst

KW - Dihydropyrroles

KW - N-Alkenylation

KW - N-Alkylation

UR - https://www.scopus.com/pages/publications/34548383021

U2 - 10.1016/j.tetlet.2007.07.221

DO - 10.1016/j.tetlet.2007.07.221

M3 - 文章

AN - SCOPUS:34548383021

SN - 0040-4039

VL - 48

SP - 7236

EP - 7239

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2,3-dihydropyrroles

Abstract

Keywords

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