Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems

Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems

Promising results of an efficient and convenient strategy for the annulation of polycyclic aromatic compounds (PACs), employing orthoquinones as starting material and comprising allylation, pinacol rearrangement, ring-closing metathesis (RCM), and one-pot reduction followed by Wagner-Meerwein rearra...

Full description

Bibliographic Details
Main Authors: Mariusz Kędziorek, Liliana Dobrzańska
Format: Article
Language:English
Published: MDPI AG 2018-08-01
Series:Molecules
Subjects:
allylation
polycyclic aromatic compounds (PACs)
orthoquinones
pinacol rearrangement
Wagner-Meerwein rearrangement
metathesis
tris(pentafluorophenyl)borane
Online Access:http://www.mdpi.com/1420-3049/23/8/2043
id doaj-e9c1e3419ac341998c7eb16cdb75bae0
record_format Article
spelling doaj-e9c1e3419ac341998c7eb16cdb75bae02020-11-25T01:47:07ZengMDPI AGMolecules1420-30492018-08-01238204310.3390/molecules23082043molecules23082043Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic SystemsMariusz Kędziorek0Liliana Dobrzańska1Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089 Warsaw, PolandFaculty of Chemistry, Nicolaus Copernicus University in Toruń, Gagarina 7, 87-100 Toruń, PolandPromising results of an efficient and convenient strategy for the annulation of polycyclic aromatic compounds (PACs), employing orthoquinones as starting material and comprising allylation, pinacol rearrangement, ring-closing metathesis (RCM), and one-pot reduction followed by Wagner-Meerwein rearrangement, are presented. The strategy involves introducing triallylborane prepared in situ in the allylation step. Moreover, a novel expedient method for the preparation of 9,10-diallylphenanthrene was introduced.http://www.mdpi.com/1420-3049/23/8/2043allylationpolycyclic aromatic compounds (PACs)orthoquinonespinacol rearrangementWagner-Meerwein rearrangementmetathesistris(pentafluorophenyl)borane
collection DOAJ
language English
format Article
sources DOAJ
author Mariusz Kędziorek
Liliana Dobrzańska
spellingShingle Mariusz Kędziorek
Liliana Dobrzańska
Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
Molecules
allylation
polycyclic aromatic compounds (PACs)
orthoquinones
pinacol rearrangement
Wagner-Meerwein rearrangement
metathesis
tris(pentafluorophenyl)borane
author_facet Mariusz Kędziorek
Liliana Dobrzańska
author_sort Mariusz Kędziorek
title Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
title_short Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
title_full Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
title_fullStr Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
title_full_unstemmed Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
title_sort allylation of orthoquinones towards annulated polycyclic aromatic systems
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2018-08-01
description Promising results of an efficient and convenient strategy for the annulation of polycyclic aromatic compounds (PACs), employing orthoquinones as starting material and comprising allylation, pinacol rearrangement, ring-closing metathesis (RCM), and one-pot reduction followed by Wagner-Meerwein rearrangement, are presented. The strategy involves introducing triallylborane prepared in situ in the allylation step. Moreover, a novel expedient method for the preparation of 9,10-diallylphenanthrene was introduced.
topic allylation
polycyclic aromatic compounds (PACs)
orthoquinones
pinacol rearrangement
Wagner-Meerwein rearrangement
metathesis
tris(pentafluorophenyl)borane
url http://www.mdpi.com/1420-3049/23/8/2043
work_keys_str_mv AT mariuszkedziorek allylationoforthoquinonestowardsannulatedpolycyclicaromaticsystems
AT lilianadobrzanska allylationoforthoquinonestowardsannulatedpolycyclicaromaticsystems
_version_ 1725016156647981056

Similar Items