Benzylation of 2-Benzylisoindoline-1,3-diones via Photoinduced Electron Transfer. Photoinitiated Tin-Free Radical Additions to Cyclic Imides

Klaus-Dieter Warzecha; Jörg Neudörfl; Johann Lex; Axel Griesbeck

doi:10.3390/ecsoc-8-01970

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Alpha Fluorination of Ketones by F+ Transfer Using a Precursor of MnF4

Benzylation of 2-Benzylisoindoline-1,3-diones via Photoinduced Electron Transfer. Photoinitiated Tin-Free Radical Additions to Cyclic Imides

Klaus-Dieter Warzecha

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Jörg M. Neudörfl

Johann Lex

Axel G. Griesbeck

¹ University of Cologne, Institute of Organic Chemistry, Greinstr.4, D-50939 Köln, Germany

Published: 01 November 2004 by MDPI in The 8th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-8-01970

Abstract: Photoinduced electron transfer (PET) from arylacetates to 2-benzyl-isoindoline-1,3-diones (N-benzylphthalimides) in aqueous solution furnishes 3-benzylated 2-benzyl-3-hydroxyisoindolin-1-ones in high yields. The procedure constitutes an efficient photoinitiated tin-free radical alternative to the Grignard reaction en route to precursors to phenanthrene lactam alkaloids.

Keywords: n/a

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Klaus-Dieter Warzecha

Jörg Neudörfl

Johann Lex

Axel Griesbeck