Tandem Synthesis of Tetrasubstituted NH Pyrroles from Simple Nitriles

Hyeongsu Kim; Zi Xuan; Ju Hyun Kim

doi:10.1002/asia.202100860

Tandem Synthesis of Tetrasubstituted NH Pyrroles from Simple Nitriles

Hyeongsu Kim, Zi Xuan, Ju Hyun Kim

Department of Chemistry

Gyeongsang National University

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

6 Scopus citations

Abstract

An efficient tandem route to obtain tetrasubstituted NH pyrroles in a one-pot manner has been developed, staring from simple nitriles, ethyl bromoacetates, and zinc. This reaction involves oxidative dimerization of the zinc bromide complex of β-enaminoesters using cerium ammonium nitrate (CAN) as an oxidant, affording 2,3,4,5-tetrasubstituted pyrroles in yields up to 91%.

Original language	English
Pages (from-to)	3336-3340
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	16
Issue number	21
DOIs	https://doi.org/10.1002/asia.202100860
State	Published - 2 Nov 2021

Keywords

Blaise reaction
nitriles
oxidative dimerization
tandem reaction
tetrasubstituted pyrroles

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abstract = "An efficient tandem route to obtain tetrasubstituted NH pyrroles in a one-pot manner has been developed, staring from simple nitriles, ethyl bromoacetates, and zinc. This reaction involves oxidative dimerization of the zinc bromide complex of β-enaminoesters using cerium ammonium nitrate (CAN) as an oxidant, affording 2,3,4,5-tetrasubstituted pyrroles in yields up to 91%.",

keywords = "Blaise reaction, nitriles, oxidative dimerization, tandem reaction, tetrasubstituted pyrroles",

author = "Hyeongsu Kim and Zi Xuan and {Hyun Kim}, Ju",

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AU - Kim, Hyeongsu

AU - Xuan, Zi

AU - Hyun Kim, Ju

PY - 2021/11/2

Y1 - 2021/11/2

N2 - An efficient tandem route to obtain tetrasubstituted NH pyrroles in a one-pot manner has been developed, staring from simple nitriles, ethyl bromoacetates, and zinc. This reaction involves oxidative dimerization of the zinc bromide complex of β-enaminoesters using cerium ammonium nitrate (CAN) as an oxidant, affording 2,3,4,5-tetrasubstituted pyrroles in yields up to 91%.

AB - An efficient tandem route to obtain tetrasubstituted NH pyrroles in a one-pot manner has been developed, staring from simple nitriles, ethyl bromoacetates, and zinc. This reaction involves oxidative dimerization of the zinc bromide complex of β-enaminoesters using cerium ammonium nitrate (CAN) as an oxidant, affording 2,3,4,5-tetrasubstituted pyrroles in yields up to 91%.

KW - Blaise reaction

KW - nitriles

KW - oxidative dimerization

KW - tandem reaction

KW - tetrasubstituted pyrroles

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U2 - 10.1002/asia.202100860

DO - 10.1002/asia.202100860

M3 - Article

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AN - SCOPUS:85114307249

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SP - 3336

EP - 3340

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 21

ER -

Tandem Synthesis of Tetrasubstituted NH Pyrroles from Simple Nitriles

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Keywords

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