Synthesis of spiroindolenine-3,3'-pyrrolo[2,1- b ]quinazolinones through gold(I)-catalyzed dearomative cyclization of N -alkynyl quinazolinone-tethered indoles

A variety of functionalized spiroindolenine-3,3'-pyrrolo[2,1- ]quinazolinones were prepared in good to excellent yields through a gold(I)-catalyzed dearomative cyclization of -alkynyl quinazolinone-tethered C2-substituted indoles. This reaction features a broad substrate scope, good functional...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-03, Vol.20 (10), p.2069-2074
Hauptverfasser: Wang, Wang, Zou, Pei-Sen, Pang, Li, Lei, Yao, Huang, Zi-Yi, Chen, Nan-Ying, Mo, Dong-Liang, Pan, Cheng-Xue, Su, Gui-Fa
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container_end_page 2074
container_issue 10
container_start_page 2069
container_title Organic & biomolecular chemistry
container_volume 20
creator Wang, Wang
Zou, Pei-Sen
Pang, Li
Lei, Yao
Huang, Zi-Yi
Chen, Nan-Ying
Mo, Dong-Liang
Pan, Cheng-Xue
Su, Gui-Fa
description A variety of functionalized spiroindolenine-3,3'-pyrrolo[2,1- ]quinazolinones were prepared in good to excellent yields through a gold(I)-catalyzed dearomative cyclization of -alkynyl quinazolinone-tethered C2-substituted indoles. This reaction features a broad substrate scope, good functional group tolerance, and easy gram-scale preparation and transformations. Furthermore, biological activity studies showed that most of the obtained spiroindolenine-3,3'-pyrrolo[2,1- ]quinazolinone scaffolds showed potential as good anti-inflammatory agents.
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Anti-inflammatory agents
Biological activity
Functional groups
Gold
Indoles
Inflammation
Quinazolinone
Quinazolinones
Substrates
title Synthesis of spiroindolenine-3,3'-pyrrolo[2,1- b ]quinazolinones through gold(I)-catalyzed dearomative cyclization of N -alkynyl quinazolinone-tethered indoles
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