Sustainable access to acridin-9-(10H)ones with an embedded m-terphenyl moiety based on a three-component reaction

Damiano Rocchi; Jorge Gómez-Carpintero; Juan F. González; Jose Carlos Menéndez

doi:10.3390/molecules25235565

Sustainable access to acridin-9-(10H)ones with an embedded m-terphenyl moiety based on a three-component reaction

Damiano Rocchi
, Jorge Gómez-Carpintero
, Juan F. González
, Jose Carlos Menéndez

Geriatric and General Medicine

Complutense University

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

3 Scopus citations

Abstract

A (ľe(IV)-catalyzed three-component reaction between chalcones, anilines and |3-ketoesters followed by a microwave-assisted thermal cyclization afforded 1,3-diaryl-1,2-dihydroacridin-9(10H)-ones. Their microwave irradiation in nitrobenzene, acting both as solvent and oxidant, afforded fully unsaturated 1,3-diarylacrid in-9(e0ŕí)-ones, which combine acridin-9-(e0ra)one and m-terphenyt moieties. Overall, the route generates three C-C and one C-N bond and has the advantage of requiring a single chromatographic separation.

Original language	English
Article number	5565
Journal	Molecules
Volume	25
Issue number	23
DOIs	https://doi.org/10.3390/molecules25235565
State	Published - Dec 1 2020

Keywords

Acridines
Dihydroarenes
Multicomponent reactions
Terphenyls

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10.3390/molecules25235565

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title = "Sustainable access to acridin-9-(10H)ones with an embedded m-terphenyl moiety based on a three-component reaction",

abstract = "A ({\v I}e(IV)-catalyzed three-component reaction between chalcones, anilines and |3-ketoesters followed by a microwave-assisted thermal cyclization afforded 1,3-diaryl-1,2-dihydroacridin-9(10H)-ones. Their microwave irradiation in nitrobenzene, acting both as solvent and oxidant, afforded fully unsaturated 1,3-diarylacrid in-9(e0{\'r}{\'i})-ones, which combine acridin-9-(e0ra)one and m-terphenyt moieties. Overall, the route generates three C-C and one C-N bond and has the advantage of requiring a single chromatographic separation.",

keywords = "Acridines, Dihydroarenes, Multicomponent reactions, Terphenyls",

author = "Damiano Rocchi and Jorge G{\'o}mez-Carpintero and Gonz{\'a}lez, \{Juan F.\} and Men{\'e}ndez, \{Jose Carlos\}",

note = "Publisher Copyright: {\textcopyright} 2020 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2020",

month = dec,

day = "1",

doi = "10.3390/molecules25235565",

language = "English",

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journal = "Molecules",

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T1 - Sustainable access to acridin-9-(10H)ones with an embedded m-terphenyl moiety based on a three-component reaction

AU - Rocchi, Damiano

AU - Gómez-Carpintero, Jorge

AU - González, Juan F.

AU - Menéndez, Jose Carlos

PY - 2020/12/1

Y1 - 2020/12/1

N2 - A (ľe(IV)-catalyzed three-component reaction between chalcones, anilines and |3-ketoesters followed by a microwave-assisted thermal cyclization afforded 1,3-diaryl-1,2-dihydroacridin-9(10H)-ones. Their microwave irradiation in nitrobenzene, acting both as solvent and oxidant, afforded fully unsaturated 1,3-diarylacrid in-9(e0ŕí)-ones, which combine acridin-9-(e0ra)one and m-terphenyt moieties. Overall, the route generates three C-C and one C-N bond and has the advantage of requiring a single chromatographic separation.

AB - A (ľe(IV)-catalyzed three-component reaction between chalcones, anilines and |3-ketoesters followed by a microwave-assisted thermal cyclization afforded 1,3-diaryl-1,2-dihydroacridin-9(10H)-ones. Their microwave irradiation in nitrobenzene, acting both as solvent and oxidant, afforded fully unsaturated 1,3-diarylacrid in-9(e0ŕí)-ones, which combine acridin-9-(e0ra)one and m-terphenyt moieties. Overall, the route generates three C-C and one C-N bond and has the advantage of requiring a single chromatographic separation.

KW - Acridines

KW - Dihydroarenes

KW - Multicomponent reactions

KW - Terphenyls

UR - https://www.scopus.com/pages/publications/85097034146

U2 - 10.3390/molecules25235565

DO - 10.3390/molecules25235565

M3 - Article

C2 - 33260917

AN - SCOPUS:85097034146

SN - 1420-3049

VL - 25

JO - Molecules

JF - Molecules

IS - 23

M1 - 5565

ER -

Sustainable access to acridin-9-(10H)ones with an embedded m-terphenyl moiety based on a three-component reaction

Abstract

Keywords

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