Synthesis of 1-amino-1H-indole-3-carboxylates by copper(I)-catalyzed intramolecular amination of aryl bromides

Ferdinand Melkonyan; Artyom Topolyan; Marina Yurovskaya; Alexander Karchava

doi:10.1002/ejoc.200800777

Synthesis of 1-amino-1H-indole-3-carboxylates by copper(I)-catalyzed intramolecular amination of aryl bromides

Ferdinand Melkonyan, Artyom Topolyan, Marina Yurovskaya, Alexander Karchava^*

^*Corresponding author for this work

Chemistry

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

45 Scopus citations

Abstract

A simple route to various N-substituted 1-amino-1H-indole-3-carboxylates by use of copper(I)-catalyzed intramolecular N-arylation has been established. For the preparation of N-monosubstituted and N-unsubstituted derivatives, the cyclization of Boc-protected enehydrazines and subsequent deprotection were applied. Furthermore, 1-alkoxyindole-3-carboxylates can be synthesized by use of the same protocol

Original language	English (US)
Pages (from-to)	5952-5956
Number of pages	5
Journal	European Journal of Organic Chemistry
Issue number	35
DOIs	https://doi.org/10.1002/ejoc.200800777
State	Published - Dec 2008

Keywords

Annulation
C-N coupling
Copper
Indoles
Nitrogen heterocycles

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.200800777

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title = "Synthesis of 1-amino-1H-indole-3-carboxylates by copper(I)-catalyzed intramolecular amination of aryl bromides",

abstract = "A simple route to various N-substituted 1-amino-1H-indole-3-carboxylates by use of copper(I)-catalyzed intramolecular N-arylation has been established. For the preparation of N-monosubstituted and N-unsubstituted derivatives, the cyclization of Boc-protected enehydrazines and subsequent deprotection were applied. Furthermore, 1-alkoxyindole-3-carboxylates can be synthesized by use of the same protocol",

keywords = "Annulation, C-N coupling, Copper, Indoles, Nitrogen heterocycles",

author = "Ferdinand Melkonyan and Artyom Topolyan and Marina Yurovskaya and Alexander Karchava",

year = "2008",

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language = "English (US)",

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T1 - Synthesis of 1-amino-1H-indole-3-carboxylates by copper(I)-catalyzed intramolecular amination of aryl bromides

AU - Melkonyan, Ferdinand

AU - Topolyan, Artyom

AU - Yurovskaya, Marina

AU - Karchava, Alexander

PY - 2008/12

Y1 - 2008/12

N2 - A simple route to various N-substituted 1-amino-1H-indole-3-carboxylates by use of copper(I)-catalyzed intramolecular N-arylation has been established. For the preparation of N-monosubstituted and N-unsubstituted derivatives, the cyclization of Boc-protected enehydrazines and subsequent deprotection were applied. Furthermore, 1-alkoxyindole-3-carboxylates can be synthesized by use of the same protocol

AB - A simple route to various N-substituted 1-amino-1H-indole-3-carboxylates by use of copper(I)-catalyzed intramolecular N-arylation has been established. For the preparation of N-monosubstituted and N-unsubstituted derivatives, the cyclization of Boc-protected enehydrazines and subsequent deprotection were applied. Furthermore, 1-alkoxyindole-3-carboxylates can be synthesized by use of the same protocol

KW - Annulation

KW - C-N coupling

KW - Copper

KW - Indoles

KW - Nitrogen heterocycles

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JF - Justus Liebigs Annalen der Chemie

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ER -

Synthesis of 1-amino-1H-indole-3-carboxylates by copper(I)-catalyzed intramolecular amination of aryl bromides

Abstract

Keywords

ASJC Scopus subject areas

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