Photoadditions of phenylacetates to phthalimides give the corresponding benzylated hydroxyphthalimidines in moderate to high yields of 29-90%. With 2-phenylpropanoate, photoaddition affords a diastereoisomeric mixture in a de of 24% in favour of the like-diastereoisomer. L-3-Phenyl lactate and 2-oxo-3-phenylpropanoate both furnish the benzylated product through subsequent loss of formaldehyde and decarbonylation, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
Photodecarboxylative benzylations of phthalimide in pH 7 buffer: a simple access to 3-arylmethyleneisoindolin-1-ones
作者:Vincent Belluau、Pierre Noeureuil、Elfrun Ratzke、Aleksei Skvortsov、Sonia Gallagher、Cherri Ann Motti、Michael Oelgemöller
DOI:10.1016/j.tetlet.2010.07.017
日期:2010.9
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-arylmethyleneisoindolin-1-ones in good to excellent yields and with high E-selectivities. Irradiation of the parent 3-phenylmethyleneisoindolin-1-one under oxidative conditions only leads to cis/trans-isomerization. (C) 2010 Elsevier Ltd. All rights reserved.
4-Nitro-2,1,3-benzoxadiazole derivatives as potential fluorescent sigma receptor probes
作者:Barbara Schininà、Andrea Martorana、Nicola Antonio Colabufo、Marialessandra Contino、Mauro Niso、Maria Grazia Perrone、Guido De Guidi、Alfio Catalfo、Giancarlo Rappazzo、Elisa Zuccarello、Orazio Prezzavento、Emanuele Amata、Antonio Rescifina、Agostino Marrazzo
DOI:10.1039/c5ra08639f
日期:——
New fluorescent derivatives forσreceptors were designed and synthesized.
Photoadditions of phenylacetates to phthalimides give the corresponding benzylated hydroxyphthalimidines in moderate to high yields of 29-90%. With 2-phenylpropanoate, photoaddition affords a diastereoisomeric mixture in a de of 24% in favour of the like-diastereoisomer. L-3-Phenyl lactate and 2-oxo-3-phenylpropanoate both furnish the benzylated product through subsequent loss of formaldehyde and decarbonylation, respectively. (C) 2009 Elsevier Ltd. All rights reserved.