Photodecarboxylative benzylations of phthalimide in pH 7 buffer: A simple access to 3-arylmethyleneisoindolin-1-ones

…, P Noeureuil, E Ratzke, A Skvortsov, S Gallagher…

Index: Belluau, Vincent; Noeureuil, Pierre; Ratzke, Elfrun; Skvortsov, Aleksei; Gallagher, Sonia; Motti, Cherri Ann; Oelgemoeller, Michael Tetrahedron Letters, 2010 , vol. 51, # 36 p. 4738 - 4741

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Citation Number: 32

Abstract

Photoadditions of phenylacetates to phthalimide in pH 7 buffer solution give the corresponding benzylated-hydroxyphthalimidines in moderate to high yields of up to 94%. In a micro-structured reactor, higher conversions and purities are achieved. With branched phenylacetates, photoaddition affords diastereoisomeric mixtures with low to moderate de values. Subsequent acid-catalyzed dehydration furnishes the corresponding 3- ...