Events The 8th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

10.3390/ecsoc-8-01970

This submission belongs to the session a. General Organic Synthesis of the event The 8th International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Nov, 2004

Citation

Klaus-Dieter Warzecha, Jörg M. Neudörfl, Johann Lex, Axel G. Griesbeck, Benzylation of 2-Benzylisoindoline-1,3-diones via Photoinduced Electron Transfer. Photoinitiated Tin-Free Radical Additions to Cyclic Imides, in Proceedings of The 8th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2004, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-8-01970

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

Klaus-Dieter Warzecha ¹

Jörg M. Neudörfl ¹

Johann Lex ¹

Axel G. Griesbeck ¹

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

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

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