Synthesis of heteroarylogous 1H-indole-3-carboxamidines via a three-component interrupted Ugi reaction

Fabio La Spisa; Fiorella Meneghetti; Beatrice Pozzi; Gian Cesare Tron

doi:10.1055/s-0034-1378921

Synthesis of heteroarylogous 1H-indole-3-carboxamidines via a three-component interrupted Ugi reaction

Fabio La Spisa
, Fiorella Meneghetti
, Beatrice Pozzi
, Gian Cesare Tron

Dipartimento di Scienze del Farmaco

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

Abstract

A novel one-pot multicomponent synthesis of heteroarylogous 1H-indole-3-carboxamidines starting from readily available N-alkyl-N-(1H-indol-2-ylmethyl)amines, isocyanides, and carbonyl compounds is reported. The strategy exploits the ability of the indole nucleus to interrupt the classical Ugi reaction, by intercepting the nascent nitrilium ion.

Lingua originale	Inglese
pagine (da-a)	489-496
Numero di pagine	8
Rivista	Synthesis
Volume	47
Numero di pubblicazione	4
DOI	https://doi.org/10.1055/s-0034-1378921
Stato di pubblicazione	Pubblicato - feb 2015

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10.1055/s-0034-1378921

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title = "Synthesis of heteroarylogous 1H-indole-3-carboxamidines via a three-component interrupted Ugi reaction",

abstract = "A novel one-pot multicomponent synthesis of heteroarylogous 1H-indole-3-carboxamidines starting from readily available N-alkyl-N-(1H-indol-2-ylmethyl)amines, isocyanides, and carbonyl compounds is reported. The strategy exploits the ability of the indole nucleus to interrupt the classical Ugi reaction, by intercepting the nascent nitrilium ion.",

keywords = "Ugi reaction, indoles, isocyanides, multicomponent reactions, secondary amines",

author = "\{La Spisa\}, Fabio and Fiorella Meneghetti and Beatrice Pozzi and Tron, \{Gian Cesare\}",

note = "Publisher Copyright: {\textcopyright} Georg Thieme Verlag Stuttgart · New York.",

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doi = "10.1055/s-0034-1378921",

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AU - La Spisa, Fabio

AU - Meneghetti, Fiorella

AU - Pozzi, Beatrice

AU - Tron, Gian Cesare

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart · New York.

PY - 2015/2

Y1 - 2015/2

N2 - A novel one-pot multicomponent synthesis of heteroarylogous 1H-indole-3-carboxamidines starting from readily available N-alkyl-N-(1H-indol-2-ylmethyl)amines, isocyanides, and carbonyl compounds is reported. The strategy exploits the ability of the indole nucleus to interrupt the classical Ugi reaction, by intercepting the nascent nitrilium ion.

AB - A novel one-pot multicomponent synthesis of heteroarylogous 1H-indole-3-carboxamidines starting from readily available N-alkyl-N-(1H-indol-2-ylmethyl)amines, isocyanides, and carbonyl compounds is reported. The strategy exploits the ability of the indole nucleus to interrupt the classical Ugi reaction, by intercepting the nascent nitrilium ion.

KW - Ugi reaction

KW - indoles

KW - isocyanides

KW - multicomponent reactions

KW - secondary amines

UR - https://www.scopus.com/pages/publications/84922204710

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DO - 10.1055/s-0034-1378921

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JF - Synthesis

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ER -

Synthesis of heteroarylogous 1H-indole-3-carboxamidines via a three-component interrupted Ugi reaction

Abstract

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