Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles

Cristiana Necardo; Antonella Ilenia Alfano; Erika Del Grosso; Sveva Pelliccia; Ubaldina Galli; Ettore Novellino; Fiorella Meneghetti; Mariateresa Giustiniano; Gian Cesare Tron

doi:10.1021/acs.joc.9b02546

Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles

Cristiana Necardo
, Antonella Ilenia Alfano
, Erika Del Grosso
, Sveva Pelliccia
, Ubaldina Galli
, Ettore Novellino
, Fiorella Meneghetti
, Mariateresa Giustiniano
, Gian Cesare Tron

Dipartimento di Scienze del Farmaco

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

Abstract

Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.

Lingua originale	Inglese
pagine (da-a)	16299-16307
Numero di pagine	9
Rivista	Journal of Organic Chemistry
Volume	84
Numero di pubblicazione	24
DOI	https://doi.org/10.1021/acs.joc.9b02546
Stato di pubblicazione	Pubblicato - 20 dic 2019

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10.1021/acs.joc.9b02546

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title = "Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles",

abstract = "Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.",

author = "Cristiana Necardo and Alfano, \{Antonella Ilenia\} and \{Del Grosso\}, Erika and Sveva Pelliccia and Ubaldina Galli and Ettore Novellino and Fiorella Meneghetti and Mariateresa Giustiniano and Tron, \{Gian Cesare\}",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = dec,

day = "20",

doi = "10.1021/acs.joc.9b02546",

language = "English",

volume = "84",

pages = "16299--16307",

journal = "Journal of Organic Chemistry",

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publisher = "American Chemical Society",

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Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles. / Necardo, Cristiana; Alfano, Antonella Ilenia; Del Grosso, Erika et al.
In: Journal of Organic Chemistry, Vol. 84, N. 24, 20.12.2019, pag. 16299-16307.

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

TY - JOUR

T1 - Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction

T2 - A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles

AU - Necardo, Cristiana

AU - Alfano, Antonella Ilenia

AU - Del Grosso, Erika

AU - Pelliccia, Sveva

AU - Galli, Ubaldina

AU - Novellino, Ettore

AU - Meneghetti, Fiorella

AU - Giustiniano, Mariateresa

AU - Tron, Gian Cesare

PY - 2019/12/20

Y1 - 2019/12/20

N2 - Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.

AB - Considering aryl azides as electrophilic partners for the TosMIC mediated Van Leusen reaction, a novel multicomponent synthesis of 4-tosyl-1-arylimidazoles is reported. In this transformation, two molecules of TosMIC participate in the reaction mechanism in two different ways, with the second molecule undergoing a novel type of fragmentation resulting in the incorporation of a C-H into the final product.

UR - https://www.scopus.com/pages/publications/85076817516

U2 - 10.1021/acs.joc.9b02546

DO - 10.1021/acs.joc.9b02546

M3 - Article

SN - 0022-3263

VL - 84

SP - 16299

EP - 16307

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

Aryl Azides as Forgotten Electrophiles in the Van Leusen Reaction: A Multicomponent Transformation Affording 4-Tosyl-1-arylimidazoles

Abstract

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