Cargando…

Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction

After Mallory described in 1964 the use of iodine as catalyst for the photochemical cyclisation of stilbenes, this reaction has proven its effectiveness in the synthesis of phenanthrenes, other PAHs and phenacenes with a surprisingly large selection of substituents. The “early age” of the reaction w...

Descripción completa

Detalles Bibliográficos
Autor principal: Jørgensen, Kåre B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264324/
https://www.ncbi.nlm.nih.gov/pubmed/20657445
http://dx.doi.org/10.3390/molecules15064334
_version_ 1783375470175191040
author Jørgensen, Kåre B.
author_facet Jørgensen, Kåre B.
author_sort Jørgensen, Kåre B.
collection PubMed
description After Mallory described in 1964 the use of iodine as catalyst for the photochemical cyclisation of stilbenes, this reaction has proven its effectiveness in the synthesis of phenanthrenes, other PAHs and phenacenes with a surprisingly large selection of substituents. The “early age” of the reaction was reviewed by Mallory in 1984in a huge chapter in the Organic Reactions series, but the development has continued. Alternative conditions accommodate more sensitive substituents, and isomers can be favoured by sacrificial substituents. Herein the further developments and applications of this reaction after 1984 are discussed and summarized.
format Online
Article
Text
id pubmed-6264324
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62643242018-12-04 Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction Jørgensen, Kåre B. Molecules Review After Mallory described in 1964 the use of iodine as catalyst for the photochemical cyclisation of stilbenes, this reaction has proven its effectiveness in the synthesis of phenanthrenes, other PAHs and phenacenes with a surprisingly large selection of substituents. The “early age” of the reaction was reviewed by Mallory in 1984in a huge chapter in the Organic Reactions series, but the development has continued. Alternative conditions accommodate more sensitive substituents, and isomers can be favoured by sacrificial substituents. Herein the further developments and applications of this reaction after 1984 are discussed and summarized. MDPI 2010-06-14 /pmc/articles/PMC6264324/ /pubmed/20657445 http://dx.doi.org/10.3390/molecules15064334 Text en © 2010 by the authors; licensee MDPI, Basel, Switzerland. This article is an Open Access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Review
Jørgensen, Kåre B.
Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction
title Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction
title_full Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction
title_fullStr Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction
title_full_unstemmed Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction
title_short Photochemical Oxidative Cyclisation of Stilbenes and Stilbenoids—The Mallory-Reaction
title_sort photochemical oxidative cyclisation of stilbenes and stilbenoids—the mallory-reaction
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264324/
https://www.ncbi.nlm.nih.gov/pubmed/20657445
http://dx.doi.org/10.3390/molecules15064334
work_keys_str_mv AT jørgensenkareb photochemicaloxidativecyclisationofstilbenesandstilbenoidsthemalloryreaction