Photocyclisations of o-iodobenzyl-indanones and tetralones infer the intermediacy of triplet aryl cations
Marian E.
Powderly, 
ab
Edward H.
Jackman,
a
Mark E.
Light,
a
Julien
Legros,
b
Isabelle
Chataigner
bc
and
David C.
Harrowven
*a
ab
Edward H.
Jackman,
a
Mark E.
Light,
a
Julien
Legros,
b
Isabelle
Chataigner
bc
and
David C.
Harrowven
*a
Abstract
Photocyclisations of aryl iodides to 2-indanones and 2-tetralones give different outcomes to analogous radical reactions implicating the intermediacy of triplet aryl cations. Additions to 2-indanones generally give dibenzoisochromenones by sequential cyclisation, CO extrusion and electrocyclisation. By contrast, 2-tetralones produce benzo[a]phenalenones by ortho-cyclisation.
- This article is part of the themed collection: Chemical Communications HOT articles 2025
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