Photodecarboxylative addition of carboxylates and α-keto carboxylates to phthalimides

Griesbeck, Axel G., and Oelgemoeller, Michael (1999) Photodecarboxylative addition of carboxylates and α-keto carboxylates to phthalimides. Synlett, 1999 (4). pp. 492-494.

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Abstract

Intermolecular photoinduced decarboxylative additions of formate and a series of alkyl carboxylates as well as α-keto carboxylates to N-substituted phthalimides 1a-c and N-phthaloyl amino acid esters 3a-i gave hydroxy phthalimidines 2a-2j, 6a, b, 9 and hydroxy phthalimidine methyl esters 4a-4i in moderate to high yields. Only in one case (adamantane derivative 10) imide-catalyzed decarboxylation to give the corresponding hydrocarbon was observed.

Item ID: 29975
Item Type: Article (Research - C1)
ISSN: 1437-2096
Keywords: photodecarboxylation, phthalimides, alkali metal carboxylates, α-keto carboxylates
Funders: Deutsche Forschungsgemeinschaft (DFG), Fonds der Chemischen Industrie, Degussa AG, Bayer AG, Merck KGaA
Date Deposited: 21 Mar 2014 22:18
FoR Codes: 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 60%
03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 40%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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